title: Synthesis of 3,4-disubstituted 2H-benzopyrans through C-C bond formation via electrophilic cyclization.
abstract: 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.
authors.affiliation: Department of Chemistry, Iowa State University, Ames, IA 50011, USA.
authors.forename: Shilpa A
authors.initials: SA
authors.lastname: Worlikar
authors.forename: Tanay
authors.initials: T
authors.lastname: Kesharwani
authors.forename: Tuanli
authors.initials: T
authors.lastname: Yao
authors.forename: Richard C
authors.initials: RC
authors.lastname: Larock
mesh_terms: D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D003500:Cyclization; D004563:Electrochemistry; D015394:Molecular Structure
chemical_list: D001578:Benzopyrans; D002244:Carbon