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Palladium-Catalyzed anti-Michael-Type (Hetero)arylation of Acrylamides
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2024-05-14 , DOI: 10.1021/jacs.4c00841
Hirotsugu Suzuki 1 , Ryota Moro 2 , Takanori Matsuda 2
Affiliation  

This paper reports a direct α-(hetero)arylation of acrylamides through an inverse electron-demand nucleophilic addition, specifically an anti-Michael-type addition. The introduction of a quinolyl directing group facilitates the nucleophilic addition of (hetero)arenes to the α-position of acrylamides. The quinolyl directing group effectively suppresses undesired β-hydrogen elimination and is removable for subsequent derivatization. The presented method provides an atom economical synthesis of α-(hetero)arylamide with a high degree of functional group tolerance.

中文翻译:


钯催化丙烯酰胺的抗迈克尔型(杂)芳基化



本文报道了通过逆电子需求亲核加成,特别是反迈克尔型加成,丙烯酰胺的直接α-(杂)芳基化。喹啉基导向基团的引入促进(杂)芳烃亲核加成至丙烯酰胺的α位。喹啉基导向基团有效地抑制不需要的β-氢消除,并且可以在随后的衍生化中去除。所提出的方法提供了具有高度官能团耐受性的α-(杂)芳基酰胺的原子经济合成。
更新日期:2024-05-14
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