Synthesis 2020; 52(08): 1253-1265
DOI: 10.1055/s-0039-1690219
special topic
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed [4+2] Annulation of Aryl and Alkenyl Carboxamides with 1,3-Dienes via C–H Functionalization: Synthesis of 3,4-Dihydroisoquinolones and 5,6-Dihydropyridinones

Manman Sun
,
Jinshan Li
,
Weida Chen
,
Haijian Wu
,
Jianguo Yang
,
Zhiming Wang
This work was supported by the Natural Science Foundation of Zhejiang Province (Grant No. LY18B020002) and the Nurturing Project, Taizhou University (Grant No. 2018PY049).
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Publikationsverlauf

Received: 29. August 2019

Accepted after revision: 04. Oktober 2019

Publikationsdatum:
24. Oktober 2019 (online)


Published as part of the Special Topic Domino C–H Functionalization Reaction/Cascade Catalysis

Abstract

Palladium-catalyzed [4+2] annulation of aryl and alkenyl carboxamides with 1,3-dienes via C–H functionalization is developed using air as the terminal oxidant. The method demonstrates good functional group tolerance and high stereoselectivity, affording a series of 3,4-dihydroisoquinolones and 5,6-dihydropyridinones in yields of up to 99%.

Supporting Information