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Rhodium(III)‐Catalyzed Regioselective C−H Activation/Annulation for the Diverse Pyrazole‐Core Substituted Furans
Author(s) -
Cai Hongyun,
Thombal Raju S.,
Li Xin,
Lee Yong Rok
Publication year - 2019
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.201900498
Subject(s) - regioselectivity , chemistry , rhodium , annulation , pyrazole , intramolecular force , indazole , combinatorial chemistry , catalysis , carbene , cascade reaction , stereochemistry , organic chemistry
A novel and facile regioselective synthetic method for polyfunctionalized furans involving rhodium(III)‐catalyzed pyrazole‐ or indazole‐directed dual C−H functionalization with diazodicarbonyls has been developed. This strategy provides rapid access to diverse tetrasubstituted furans bearing various pyrazoles or indazoles. This unprecedented one‐pot protocol proceeds via cascade C−H activation, metal‐carbene formation, migratory insertion, intramolecular cyclization, and deprotonation.