Directed ortho metalation methodology.: The N,N-dialkyl aryl O-sulfamate as a new directed metalation as a group and cross-coupling partner for Grignard reagents
Directed ortho metalation methodology.: The N,N-dialkyl aryl O-sulfamate as a new directed metalation as a group and cross-coupling partner for Grignard reagents
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DOI：
10.1021/ol050393c
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发表时间：
2005-06-23
期刊：
影响因子：
5.2
通讯作者：
Snieckus, V
中科院分区：
文献类型：
--
作者：
Macklin, TK;Snieckus, V
The ortho metalation (RLi/THF/-93 degrees C) of 3 followed by quench with a variety of electrophiles constitutes a new general route to substituted aryl O-sulfamates 4a-k. The Kumada-Corriu cross-coupling of O-sulfarnates 4e, 4n-s, and 6a with Grignard reagents gives biaryls 9a-m, and the use of 2-halo and boron derivatives 4h, 4i, and 4k for Suzuki-Miyaura cross-coupling and generation of benzynes leads to naphthols 7a and 7b. A relative metalation ranking of the OSONEt2 is reported.
