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.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Alkenes / chemical synthesis*
-
Alkynes / chemistry*
-
Boron Compounds / chemical synthesis
-
Boron Compounds / chemistry*
-
Bromides / chemistry*
-
Ethers / chemistry*
-
Hydrocarbons, Brominated / chemical synthesis*
-
Vinyl Compounds / chemical synthesis
Substances
-
Alkenes
-
Alkynes
-
Boron Compounds
-
Bromides
-
Ethers
-
Hydrocarbons, Brominated
-
Vinyl Compounds
-
propargyl ether