ARYNES VIA APROTIC DIAZOTIZATION OF ANTHRANILIC ACIDS

被引:138
作者
FRIEDMAN, L
LOGULLO, FM
机构
[1] Department of Chemistry, Case Western Reserve University, Cleveland
关键词
D O I
10.1021/jo01262a065
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aprotic diazotization of anthranilic acids generates the corresponding benzenediazonium-2-carboxylates which decompose in situ to give arynes, carbon dioxide, and nitrogen. Moderate to excellent yields of aryne-derived products are obtained when the reaction is conducted in the presence of suitable acceptors. © 1969, American Chemical Society. All rights reserved.
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页码:3089 / &
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共 51 条
[31]  
MINISCI F, 1964, CHIM IND-MILAN, V46, P428
[32]  
MIWA T, 1968, TETRAHEDRON LETT, P2743
[33]   ACETYLATION OF TRIPTYCENE [J].
PAGET, CJ ;
BURGER, A .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (04) :1329-&
[34]  
PETROVA TD, 1967, ZH OBSHCH KHIM, V37, P1170
[35]   REACTION OF ORGANIC AZIDES WITH BENZYNE [J].
REYNOLDS, GA .
JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (12) :3733-&
[36]   CAPTURE OF BENZYNES BY ACYLDIAZOALKANES [J].
RIED, W ;
SCHON, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1964, 3 (01) :67-&
[37]  
SCHMITT R, 1959, ANN, V112, P118
[38]  
SCHMITT R, 1961, ANN, V120, P144
[39]  
STILES M, 1962, J ORG CHEM, V27, P4715
[40]   DECOMPOSITION OF BENZENEDIAZONIUM-2-CARBOXYLATE [J].
STILES, M ;
MILLER, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (14) :3802-3802