Identification of a boron-containing intermediate in the boron tribromide mediated aryl propargyl ether cleavage reaction.

Identification of a boron-containing intermediate in the boron tribromide mediated aryl propargyl ether cleavage reaction.
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DOI:
10.1021/jo802207y
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发表时间:
2009-02
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Min-Liang Yao;M. Reddy;Wenbin Zeng;Kelly Hall;Ingrid Walfish;G. Kabalka
Min-Liang Yao;M. Reddy;Wenbin Zeng;Kelly Hall;Ingrid Walfish;G. Kabalka
中科院分区:
其他
文献类型:
--
作者:
Min-Liang Yao;M. Reddy;Wenbin Zeng;Kelly Hall;Ingrid Walfish;G. Kabalka

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提出了一种基于分离关键含硼副产物的三溴化硼介导的芳基炔丙基醚脱保护的替代反应机理。基于新的机理见解,我们发现HBBr(2)x SMe(2)也可以用于裂解芳基炔丙基醚。
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.