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Computational study on the Rh‐catalyzed chemodivergent oxidative annulation of benzamides and enynes
Author(s) -
Zhang Jing,
Zhang Qingli,
Zhu Zhenyuan,
Wang Bingkai
Publication year - 2020
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.26252
Subject(s) - annulation , chemistry , catalysis , density functional theory , enyne , medicinal chemistry , oxidative phosphorylation , alkyl , computational chemistry , combinatorial chemistry , organic chemistry , biochemistry
The mechanisms of Cp*Rh(OAc) 2 ‐catalyzed coupling reaction of N‐methoxybenzamide with alkyl‐terminated enyne have been investigated using density functional theory (DFT) calculations. With the addition of NaOAc, the product transforms from lactam P1 in reaction A to iminolactone P2 in reaction B due to the formed stable OAc − coordinated intermediate. The electronic effect accounts for the observed chemooselectivity in reaction B.