Pd(II)-Catalyzed Carbonyl-Directing Activation of Alkenes: Selective Fluorosulfonylation and Aminosulfonylation of 1,7-Enynes

Yi-Long Zhu,^# Chi-Fan Zhu,^# Peng Zhou, Wen-Juan Hao,* De-Cai Wang, Shu-Jiang Tu,* Bo Jiang*

(^#共同一作)

A new Pd(II)-catalyzed carbonyl-directing activation of alkenes has been established, enabling radical-induced selective fluorosulfonylation and aminosulfonylation of carbonyl-tethered 1,7-enynes with sulfinic acids and N-fluorobenzenesulfonimide (NFSI) under mild and redox neutral conditions to access densely functionalized (E)-3,4-dihydronaphthalen-1(2H)-ones with generally good yields and high stereoselectivity. The selectivity of these bifunctionalizations relies on the electronic nature of substituents on both aryl rings of 1,7-enynes.

 J. Org. Chem. 2018, 83, 9641-9653