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

页码：1385 / 1387

页数：3

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