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NHC‐Catalyzed Efficient Syntheses of Isoquinolinones or Isochromanones through Formal [4+2] Cycloaddition of o ‐Quinodimethanes with Acylhydrazones or Ketones
Author(s) -
Hu Yong,
Pan Di,
Cong Lin,
Yao Yibiao,
Yu Chenxia,
Li Tuanjie,
Yao Changsheng
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201702925
Subject(s) - annulation , carbene , cycloaddition , catalysis , chemistry , combinatorial chemistry , medicinal chemistry , organic chemistry
An efficient in situ generation of ortho‐quinodimethane ( o ‐QDM) from 2‐methyl‐3,5‐dinitrobenzoic acid through N ‐Heterocyclic Carbene (NHC) catalysis, which underwent a formal [4+2] annulation with activated C=O (or C=N) bonds for the assembly of isoquinolinone and isochromanone scaffolds, was disclosed. This method features challenging direct functionalizations of C(sp3)‐H bond, readily available starting materials, mild reaction conditions and good yields.