Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis

• Main Authors: Chen, Xingkuan, Yang, Song, Song, Bao-An, Chi, Robin Yonggui
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2014
• Subjects: DRNTU::Science::Chemistry::Organic chemistry
• Online Access: https://hdl.handle.net/10356/104209; http://hdl.handle.net/10220/19448
• Institution: Nanyang Technological University

Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This intermediate then undergoes formal [4+2] cycloaddition with trifluoromethyl ketones...