title: Identification of a boron-containing intermediate in the boron tribromide mediated aryl propargyl ether cleavage reaction.
abstract: An alternate reaction mechanism for the boron tribromide mediated deprotection of aryl propargyl ethers based on the isolation of a key boron-containing byproduct is proposed. On the basis of the new mechanistic insight, we discovered that HBBr(2) x SMe(2) can also be used for cleaving aryl propargyl ethers.
authors.affiliation: Department of Chemistry, The University of Tennessee, Knoxville, 37996-1600, USA.
authors.forename: Min-Liang
authors.initials: ML
authors.lastname: Yao
authors.forename: Marepally Srinivasa
authors.initials: MS
authors.lastname: Reddy
authors.forename: Wenbin
authors.initials: W
authors.lastname: Zeng
authors.forename: Kelly
authors.initials: K
authors.lastname: Hall
authors.forename: Ingrid
authors.initials: I
authors.lastname: Walfish
authors.forename: George W
authors.initials: GW
authors.lastname: Kabalka
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis*; D000480:Alkynes / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D006842:Hydrocarbons, Brominated / Q000138:chemical synthesis*; D014753:Vinyl Compounds / Q000138:chemical synthesis
chemical_list: D000475:Alkenes; D000480:Alkynes; D001896:Boron Compounds; D001965:Bromides; D004987:Ethers; D006842:Hydrocarbons, Brominated; D014753:Vinyl Compounds; C531209:propargyl ether