JERUSALEM (AP) — Iran launched at least 180 missiles into Israel on Tuesday, the latest in a series of escalating attacks in a yearslong conflict between Israel and Iran and its Arab allies that threatens to push the Middle East closer toward a regionwide war.

The orange glow of missiles streaked across Israel’s night sky as air raid sirens sounded and residents scrambled into bomb shelters. Israel vowed retaliation for Iran’s barrage, which it said had caused only a few injuries.

Before Iran’s attack, Israel had landed a series of devastating blows in recent weeks against the leadership of Hezbollah in Lebanon. It then ratcheted up the pressure on the Iran-backed militant group — which has been firing rockets into Israel since the war in Gaza began — by launching what it said is a limited ground incursion in southern Lebanon.

Israel has said it will continue to strike Hezbollah until it is safe for citizens displaced from homes near the Lebanon border to return. Hezbollah has vowed to keep firing rockets into Israel until there is a cease-fire in Gaza with Hamas, which is also supported by Iran.

Israeli military spokesman Rear Adm. Daniel Hagari said the country’s air defenses intercepted many of the incoming Iranian missiles, though some landed in central and southern Israel. Israel’s national rescue service said two people were lightly wounded by shrapnel. In the West Bank, Palestinian officials said a Palestinian man was killed by a missile that fell near the town of Jericho, though it wasn’t clear where the attack originated.

Israeli Prime Minister Benjamin Netanyahu vowed late Tuesday to retaliate against Iran, which he said “made a big mistake tonight and it will pay for it.”

Israel and Iran have fought a shadow war for years, but rarely have they come into direct conflict.

Israel considers Iran to be its greatest foe — citing Iran’s repeated calls for Israel’s destruction, its support for Arab militant groups and its nuclear program. Iran denies Israeli accusations that it is developing a nuclear weapon.

A high-ranking Iranian commander warned Iran would hit Israel’s entire infrastructure if the Jewish state takes any action against its territory. Iran’s armed forces joint chief of staff Gen. Mohammad Bagheri said the Revolutionary Guard was prepared defensively and offensively to repeat Tuesday’s attack with “multiplied intensity.”

Moments before Iran launched its missiles, a shooting attack in Tel Aviv left at least six people dead, police said, adding that the two suspects who had opened fire on a boulevard in the Jaffa neighborhood had also been killed.

White House National Security Adviser Jake Sullivan called Iran’s missile attack a “significant escalation,” although he said it was ultimately “defeated and ineffective,” in part because of assistance from the U.S. military in shooting down some of the inbound missiles. President Joe Biden said his administration is “fully supportive” of Israel and that he’s in “active discussion” with aides about what the appropriate response should be to Tehran.

The U.N. Security Council scheduled an emergency meeting for Wednesday morning to address the escalating situation in the Middle East.

Iran launched another direct attack on Israel in April, but few of its projectiles reached their targets. Many were shot down by a U.S.-led coalition, while others apparently failed at launch or crashed in flight.

Iran said it fired Tuesday’s missiles as retaliation for attacks that killed leaders of Hezbollah, Hamas and the Iranian military. It referenced Hezbollah leader Hassan Nasrallah and Revolutionary Guard Gen. Abbas Nilforushan, both killed in an Israeli airstrike last week in Beirut. It also mentioned Ismail Haniyeh, a top leader in Hamas who was assassinated in Tehran in a suspected Israeli attack in July.

Earlier Tuesday, Israel said it had begun limited ground operations against Hezbollah in southern Lebanon.

Israeli airstrikes and artillery fire pounded southern Lebanese villages, and Hezbollah responded with a barrage of rockets into Israel. There was no immediate word on casualties.

While Hezbollah denied Israeli troops had entered Lebanon, the Israeli army announced it had also carried out dozens of covert ground raids into southern Lebanon going back nearly a year.

If true, it would be another humiliating blow for Hezbollah, the most powerful armed group in the Middle East. Hezbollah has been reeling from weeks of targeted strikes that killed Nasrallah and several of his top commanders.

On Tuesday morning, Israel warned people in southern Lebanon to evacuate to the north of the Awali River, some 60 kilometers (36 miles) from the border and much farther than the Litani River, which marks the northern edge of a U.N.-declared zone intended to serve as a buffer between Israel and Hezbollah after their 2006 war.

The border region has largely emptied out over the past year as the two sides have traded fire. But the scope of the evacuation warning raised questions as to how deep Israel plans to send its forces into Lebanon.

Questions raised over whether Israeli forces entered

An Associated Press reporter saw Israeli troops operating near the border in armored trucks, with helicopters circling overhead, but could not confirm ground forces had crossed into Lebanon.

Ahead of the Israeli announcement of an incursion, U.S. officials on Monday said Israel had described launching small ground raids inside Lebanon as it prepared for a wider operation.

U.N. spokesman Stephane Dujarric said Tuesday the U.N. peacekeeping force in southern Lebanon has seen sporadic incursions by Israeli military forces, but “they have not witnessed a full-scale invasion.”

Hagari, the Israeli army spokesman, said Israel had carried out dozens of small raids inside Lebanon since Oct. 8, when Hezbollah began firing rockets into Israel after the outbreak of the war in Gaza. He said Israeli forces had crossed the border to collect information and destroy Hezbollah infrastructure, including tunnels and weapons. Israel has said Hezbollah was preparing its own Oct. 7-style attack into Israel. It was not immediately possible to confirm those claims.

Hagari said Israel’s aims for its current ground offensive in Lebanon were limited. “We’re not going to Beirut,” he said.

The Israeli military was accused of lying to the media in 2021 when it released a statement implying ground troops had entered Gaza. The military played down the incident as a misunderstanding, but well-sourced military commentators in Israel said it was part of a ruse to lure Hamas into battle.

Israel strikes more targets and Hezbollah fires rockets

The Israeli military said Hezbollah had launched rockets at central Israel on Tuesday, setting off air raid sirens and wounding a man. Hezbollah said it fired salvos of a new kind of medium-range missile at the headquarters of two Israeli intelligence agencies near Tel Aviv. Hezbollah had also launched projectiles at Israeli communities near the border, targeting soldiers without wounding anyone.

Israel’s statements indicated it might focus its ground operation on the narrow strip along the border, rather than launching a larger invasion aimed at destroying Hezbollah, as it has attempted in Gaza against Hamas.

Hezbollah and Hamas are close allies backed by Iran, and each escalation has raised fears of a wider war in the Middle East that could draw in Iran and the United States, which has rushed military assets to the region in support of Israel.

Israeli strikes have killed over 1,000 people in Lebanon over the past two weeks, nearly a quarter of them women and children, according to the Health Ministry. Hundreds of thousands have fled their homes.

Hezbollah is a well-trained militia, believed to have tens of thousands of fighters and an arsenal of 150,000 rockets and missiles. The last round of fighting in 2006 ended in a stalemate, and both sides have spent the past two decades preparing for their next showdown.

Recent airstrikes wiping out most of Hezbollah’s top leadership and the explosions of hundreds of pagers and walkie-talkies belonging to Hezbollah indicate Israel has infiltrated deep inside the group’s upper echelons.

The group’s acting leader, Naim Kassem, said Monday that Hezbollah commanders killed in recent weeks have already been replaced.

As the fighting intensifies, European countries have begun pulling their diplomats and citizens out of Lebanon.

Reporting by Melanie Lidman, Aamer Madhani and Bassem Mroue. Associated Press. Associated Press writers Kareem Chehayeb, Zeke Miller and Lolita C. Baldor contributed.

President Biden personally thanked more than 100 members of the U.S. government earlier this month for their help in negotiating the recent prisoner exchange with Russia.

The massive deal brought Michigan native Paul Whelan back to the U.S after being held in Russia since the end of 2018 on charges of espionage that both he and federal officials say are bogus.

Some experts believe the exchange could set a model for how nations engage in such so-called “hostage diplomacy” in the future.

Northwestern University Assistant Professor Danielle Gilbert works with the Center for Strategic and International Studies (CSIS) on matters concerning wrongful detentions.

She says duplicating the kind of deal that gained Whelan’s release will not be easy.

Listen: Why the deal that freed Whelan, Gershkovich may be hard to duplicate

The following interview has been edited for clarity and length.

Danielle Gilbert: These are extremely difficult negotiations. Not only are we talking about some of the fiercest adversaries that have to come to the table to come to an agreement in terms of the United States and Russia; but also the challenge of bringing together all of these other parties, getting other governments to agree to put their own prisoners on the line to participate in this complex multi-party swap. This was extremely advanced negotiation that took place at the highest levels of government over the course of quite some time. And that all of it was held as such a tight secret until the actual release was also pretty spectacular.

Quinn Klinefelter, WDET News: There are reports that Germany wanted Putin opponent Alexei Navalny as part of any deal that would include Whelan in exchange for a Russian assassin that was held by Germany. And then Navalny passed away a few days after the deal was supposedly struck. Yet it seemed Germany’s willingness to make a deal continued and that seemed to open the pathway to the eventual exchange. Does it surprise you that Germany would actually, finally partake in such an effort?

DG: Vladimir Putin and his government continually pushed for the release of Vadim Krasikov, the FSB assassin who was imprisoned in Germany for murder. But the United States government didn’t have the power to release Krasikov, that was something that was only up to Chancellor Scholz and the government of Germany. So that took some really difficult conversations behind the scenes. President Biden was drawing on the friendship and the alliance with Germany, speaking to Chancellor Scholz and representatives at the highest level of the German government. And not only about the importance of their alliance, their partnership and friendship with the U.S. and opposition to what Russia was doing in this particular case, but also ensuring that the ultimate deal — the prisoner swap — included Russian dissidents, political opponents to Vladimir Putin. That those people would be released from detention and they’d be able to come to Germany. Countries like the United States and its Western democratic partners and allies are being targeted by autocratic states like Russia.

QK: Beyond the number of nations involved in the swap, the sheer multitude of prisoners involved in the exchange seems to be far different from what one would normally think of in a hostage deal, which is sterotypically a one-for-one prisoner swap. Do you think similar hostage deals that could happen in the future are also likely going to have to include many, many more countries and in effect “enlarge the pie” of what is being offered in any exchange?

DG: It’s a great question. It remains to be seen. I think in past prisoner swaps with Russia, we really have seen that one-for-one dynamic. Russia wrongfully detains an American and they demand the specific release of a Russian who was arrested in the United States. And those deals, while they might be controversial, are about as straightforward as they can get in terms of prisoner swaps. This one (involving Whelan) was extremely complicated because of the number of countries involved, the number of prisoners, the complicated choreography. In an ideal world, the countries that are frequent targets of this kind of attack are going to start really working together to deter the practice going forward.

Read more: Family of Novi man released from Russian prison say they can finally exhale

QK: One of the criticisms of the exchange has been that it rewards Russia and by extension any other country that would follow suit for taking Americans hostage that the government believes could be used as trade bait. How do you think the U.S. can combat that kind of approach?

DG: That requires coordination among allies, drawing on the tools of the international system. How can they punish a state like Russia for engaging in this practice? There might be sanctions on hostage takers, it might result in prosecution or other means of drawing on a country’s own legal system. And thinking about ways to exclude Russia from the things that it might enjoy in the international system.

QK: The U.S. is already involved in the conflict between Russia and Ukraine. There’s few other examples that would be testier for governments to be dealing with than an ongoing war. And yet this deal seems to have achieved Russia’s goals. So in the future would actions like sanctions be sufficient? Is there something else that countries can do to try to deter this type of hostage-taking?

DG: That’s the real million dollar question. It’s the question that gets me up in the morning. Government officials in the United States and a lot of other frequent targets, countries like Canada, the U.K. and Australia are putting their best minds to work to figure this out. The commission that I’m a part of at CSIS is also working on this question and hoping to make recommendations to the next U.S. presidential administration on how they might think about deterring this practice going forward. One big part of it has to do with prevention. Let’s say the U.S. government can’t put more sanctions on these countries that are already so heavily sanctioned. Well, what can the U.S. government do to prevent its citizens from traveling to places like Russia in the first place? How can they increase education? How can they engage the private sector that requires employees to travel to make sure that Americans who are going to these places are aware of the risks that they might be facing, understand other countries’ laws and hopefully stop traveling to places that the U.S. government strongly urges Americans not to visit, like Russia.

Use the media player above to listen to the interview with Danielle Gilbert.