RING-OPENING REARRANGEMENTS OF 2-(BENZOTRIAZOL-1-YL) ENAMINES AND A NOVEL SYNTHESIS OF 2,4-DIARYLQUINAZOLINE

被引：32

作者：

KATRITZKY, AR ^{[1
]}

YANG, BZ ^{[1
]}

JIANG, JL ^{[1
]}

STEEL, PJ ^{[1
]}

机构：

[1] UNIV CANTERBURY,DEPT CHEM,CHRISTCHURCH 1,NEW ZEALAND

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 01期

关键词：

D O I：

10.1021/jo00106a041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-(Benzotriazol-1-yl) enamines (readily available from lithiated 1-(arylmethyl) benzotriazole and nitriles) undergo facile rearrangement into 2,4-diarylquinazolines. A plausible mechanism for this novel rearrangement is proposed and supported.

引用

页码：246 / 249

页数：4

共 27 条

[1] THE GRAEBE-ULLMANN CARBAZOLE SYNTHESIS [J].

ASHTON, BW ;

SUSCHITZKY, H .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (NOV) :4559-4562

[2] SYNTHESIS OF QUINAZOLINES [J].

BERGMAN, J ;

BRYNOLF, A ;

ELMAN, B ;

VUORINEN, E .

TETRAHEDRON, 1986, 42 (13) :3697-3706

[3]

Bischler A.B., 1892, BER DTSCH CHEM GES, V25, P3080, DOI DOI 10.1002/CBER.189202502156

[4] SYNTHESES BY MEANS OF ACID AMIDES, PARTICULARLY BY MEANS OF FORMAMIDE [J].

BREDERECK, H ;

GOMPPER, R ;

VONSCHUH, HG ;

THEILIG, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1959, 71 (24) :753-774

[5]

BURGESS EM, 1968, J AM CHEM SOC, V90, P1923

[6] EXPERIMENTS ON THE PREPARATION OF INDOLOCARBAZOLES .2. SOME OBSERVATIONS ON THE GRAEBE-ULLMANN CARBAZOLE SYNTHESIS [J].

COKER, GG ;

PLANT, SGP ;

TURNER, PB .

JOURNAL OF THE CHEMICAL SOCIETY, 1951, (JAN) :110-115

[7]

Grimmett M.R., 1970, ADV HETEROCYCL CHEM, V12, P103, DOI DOI 10.1016/S0065-2725(08)60973-3

[8] PHOTOCHEMISTRY OF BENZOTRIAZOLES [J].

HUBERT, AJ .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (10) :1334-&

[9]

ISMAILOV B. I., 1964, VOP ONKOL, V10, P29

[10] SYNTHESIS OF QUINAZOLONE-4 DERIVATIVES AND THEIR BIOLOGICAL PROPERTIES [J].

KARMINSKI, W ;

KULICKA, J ;

MIERNIK, J .

JOURNAL OF ENVIRONMENTAL SCIENCE AND HEALTH PART B-PESTICIDES FOOD CONTAMINANTS AND AGRICULTURAL WASTES, 1983, 18 (4-5) :627-632

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