NHC-Catalyzed Efficient Syntheses of Isoquinolinones or Isochromanones through Formal [4+2] Cycloaddition of o-Quinodimethanes with Acylhydrazones or Ketones

作者：Hu Yong; Pan Di; Cong Lin; Yao Yibiao; Yu Chenxia; Li Tuanjie^*; Yao Changsheng^*

来源：ChemistrySelect, 2018, 3(6): 1708-1712.

DOI：10.1002/slct.201702925

• [4+2] annulation
• N-heterocyclic carbene
• isochromanone
• isoquinolinone
• o-quinodimethane

An efficient insitu 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.

• 出版日期2018-2-14