Generation of (E)-β-sulfonyl enamines from sulfur dioxide via a radical process. Issue 8 (23rd February 2021) - Tu, Xiaodong
Abstract : An iron(ii )-catalyzed three-component reaction of O -acyl oximes, sulfur dioxide, and N -vinylacetamides is accomplished. Diverse ( E )-β-sulfonyl enamines are obtained in moderate to good yields by using this protocol with excellent stereoselectivity and regioselectivity. Abstract : An iron(ii )-catalyzed three-component reaction of O -acyl oximes, sulfur dioxide, and N -vinylacetamides is accomplished. Diverse ( E )-β-sulfonyl enamines are obtained in moderate to good yields by using this protocol with excellent stereoselectivity and regioselectivity under mild conditions. Various sensitive functional groups are compatible, and a broad reaction scope is presented. A plausible mechanism is proposed, which undergoes a radical pathway through a α-carbon radical intermediate generated from iron-catalyzed ring-opening C–C bond cleavage of O -acyl oxime.