Synthesis of 3,4-disubstituted 2H-benzopyrans through C-C bond formation via electrophilic cyclization.
The electrophilic cyclization of substituted propargylic aryl ethers by I2, ICl, and PhSeBr produces 3,4-disubstituted 2H-benzopyrans in excellent yields. This methodology results in vinylic halides or selenides under mild reaction conditions and tolerates a variety of functional groups, including methoxy, alcohol, aldehyde, and nitro groups.
Worlikar
Shilpa A
SA
Department of Chemistry, Iowa State University, Ames, IA 50011, USA.
Kesharwani
Tanay
T
Yao
Tuanli
T
Larock
Richard C
RC
D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D003500:Cyclization; D004563:Electrochemistry; D015394:Molecular Structure
D001578:Benzopyrans; D002244:Carbon