Identification of a Boron-Containing Intermediate in the Boron Tribromide Mediated Aryl Propargyl Ether Cleavage Reaction

被引：21
|
作者：
Yao, Min-Liang [1 ,2 ]
Reddy, Marepally Srinivasa [1 ,2 ]
Zeng, Wenbin [3 ]
Hall, Kelly [1 ,2 ]
Walfish, Ingrid [4 ]
Kabalka, George W. [1 ,2 ]
机构：
[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
[2] Univ Tennessee, Dept Radiol, Knoxville, TN 37996 USA
[3] Univ Tennessee, Grad Sch Med, Dept Med, Knoxville, TN 37920 USA
[4] SUNY Albany, Dept Chem, New Paltz, NY 12561 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 03期
关键词：
HYDROXYL-GROUPS; COUPLING REACTIONS; SUBSTITUTION; DIHALIDES; ALCOHOLS; MOIETIES; ACIDS; DERIVATIVES; ALLYLATION; TRIHALIDES;
D O I：
10.1021/jo802207y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 HBBr2.SMe2 can also be used for cleaving aryl propargyl ethers.
引用
收藏
页码：1385 / 1387
页数：3
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