title: Transition-metal-free alkynylation of aryl chlorides.
abstract: Two sets of conditions have been developed for a base-mediated, transition-metal-free alkynylation of aryl chlorides that proceeds via benzyne intermediates. The first set of conditions involves the use of TMPLi base in a pentane/THF mixture at 25 °C. The second set involves use of a metal alkoxide base in dioxane at elevated temperature. Reasonable functional group tolerance has been observed. Fluoro, trifluoromethyl, silyl, cyano, and alcohol functionalities are compatible with the reaction conditions.
authors.affiliation: Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA.
authors.forename: Thanh
authors.initials: T
authors.lastname: Truong
authors.forename: Olafs
authors.initials: O
authors.lastname: Daugulis
mesh_terms: D000478:Alkylation; D000480:Alkynes / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000480:Alkynes; D002712:Chlorides