An iron-catalyzed multicomponent reaction of cycloketone oxime esters, alkenes, DABCO·(SO2)2 and trimethylsilyl azide

Abstract

An iron-catalyzed four-component reaction of cycloketone oxime esters, alkenes, DABCO·(SO₂)₂ and trimethylsilyl azide (TMSN₃) is described. This multicomponent radical transformation presents excellent regio- and chemoselectivity, leading to a range of β-azidosulfones in moderate to excellent yields. In this protocol, the utilization of a sulfur dioxide surrogate of DABCO·(SO₂)₂ as the source of the sulfonyl group enables the reaction to proceed efficiently under mild conditions without the need for strong oxidants. Additionally, the products can be transformed into β-aminosulfones and other valuable sulfonyl-containing nitrogen heterocycles.