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Rhodium(III)‐Catalyzed Cascade C−H Coupling/C‐Terminus Michael Addition of N ‐Phenoxy Amides with 1,6‐Enynes
Author(s) -
Wei Yinhui,
Jiang Xinlin,
Gao Hui,
Bian Mengyao,
Huang Yugang,
Zhou Zhi,
Yi Wei
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202102186
Subject(s) - surface modification , chemistry , cascade , stereoselectivity , catalysis , derivatization , tandem , rhodium , cascade reaction , michael reaction , oxidizing agent , combinatorial chemistry , coupling (piping) , bicyclic molecule , stereochemistry , organic chemistry , materials science , high performance liquid chromatography , chromatography , composite material , metallurgy
Described herein is a Rh(III)‐catalyzed regio‐/stereoselective C−H coupling/C‐terminus Michael addition cascade of N ‐phenoxy amides with 1,6‐enynes, giving access to bicyclic frameworks with the retention of the oxidizing directing groups. Thus, it also provides a straightforward platform for subsequent derivatization via two‐fold C−H functionalization. Mechanistic studies elucidate the tandem reaction path and the coordination effect in tuning the observed manifold.