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Selective Synthesis of Fused Tricyclic [1,3]oxazino[3,4‐ a ]indolone and Dihydropyrimido [1,6‐a]indolone via Rh(III)‐catalyzed [3+3] or [4+2] C−H Annulation
Author(s) -
Chen Junyu,
Zhong Tianshuo,
Zheng Xiangyun,
Yin Chuanliu,
Zhang Lei,
Zhou Jian,
Jiang Xinpeng,
Yu Chuanming
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001286
Subject(s) - annulation , chemistry , tricyclic , catalysis , indole test , substrate (aquarium) , stereochemistry , scope (computer science) , combinatorial chemistry , medicinal chemistry , organic chemistry , oceanography , computer science , programming language , geology
A formation of fused tricyclic [1,3]oxazino[3,4‐ a ]indol‐1‐ones and dihydropyrimido[1,6‐ a ]indol‐1(2 H )‐ones via Rh(III)‐catalyzed [3+3] or [4+2] annulation of N ‐methoxy‐1 H ‐indole‐1‐carboxamides with sulfoxonium ylides has been developed. These selective annulation reactions were carried out by switching the additives and notable features of this protocol were low catalyst loading and a broad substrate scope providing the corresponding products in up to 99% yields.