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A Novel Rhodium‐Catalyzed Cascade Cyclization: Direct Synthesis of 3‐Substituted Phthalides from Aldehydes and Aromatic Acids
Author(s) -
Shi Xianying,
Li ChaoJun
Publication year - 2012
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.201200690
Subject(s) - chemistry , rhodium , intramolecular force , aldehyde , catalysis , cascade , benzoic acid , surface modification , combinatorial chemistry , grignard reaction , medicinal chemistry , organic chemistry , chromatography , reagent
A novel rhodium(III)‐catalyzed direct functionalization of ortho CH bonds of benzoic acid derivatives and an intramolecular cyclization sequence generates 3‐substituted phthalides in moderate to good yields. This cascade cyclization involves a Grignard‐type arylation of an aldehyde and subsequent intramolecular nucleophilic substitution. No theoretical waste except for water is generated in the reaction.