A ROUTE TO ORTHO-SUBSTITUTED BENZYNE PRECURSORS BY DEPROTONATION OF 7-METHYL-1-AMINOBENZOTRIAZOLE DERIVATIVES

被引：13

作者：

BIRKETT, MA

KNIGHT, DW

MITCHELL, MB

机构：

[1] DEPT CHEM,UNIV PK,NOTTINGHAM NG7 2RD,ENGLAND

[2] SB PHARMACEUT,TONBRIDGE TN11 9AN,KENT,ENGLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(00)91835-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Double deprotonation of N-Boc-7-methyl-1-aminobenzotriazole 6 using (n)BuLi-TMEDA-THF [-78-degrees-C -> 0-degrees-C] result in an essentially quantitative conversion to the dianionic intermediate 7. Trapping at the carbon-centred anion occurs selectively under suitable conditions with alkylating agents, aldehydes and ketones to give good to excellent yields of the 7-substituted-1-aminobenzotriazoles 8-15, precursors of ortho-substituted benzynes.

引用

页码：6935 / 6938

页数：4

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