SELF-CONDENSATION OF BENZOTHIAZOLYLCHLOROMETHYLLITHIUMS

被引：7

作者：

FLORIO, S ^{[1
]}

CAPRIATI, V ^{[1
]}

SOLIMINI, MC ^{[1
]}

TROISI, L ^{[1
]}

机构：

[1] UNIV LECCE,DIPARTIMENTO BIOL,I-73100 LECCE,ITALY

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 45期

关键词：

D O I：

10.1016/S0040-4039(00)74438-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzothiazolylchloromethyllithium 1c and benzothiazolyldichloromethyllithium 1e, easily available by lithiation of 1b and 1d (or 1f) respectively,undergo a different type of self-condensation reaction giving 5 and 7a respectively. The possibility that 1c and 1e behave as halocarbenoids is discussed.

引用

收藏

页码：8481 / 8484

页数：4

相关论文

共 14 条

[1] AN EFFICIENT SYNTHESIS OF 2-(HALOGENOMETHYL)PENEMS [J].

ALTAMURA, M ;

PERROTTA, E .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01) :272-274

[2] RING-OPENING IN A NON-BASIC MEDIUM OF 2-METHYL-6-NITROBENZOTHIAZOLE AND H-D EXCHANGE AT THE 2-METHYL PROMOTED BY SILVER(I) [J].

ARESTA, M ;

CIMINALE, F .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1981, (07) :1520-1523

[3] ALPHA-OXYGEN-SUBSTITUTED ORGANOLITHIUM COMPOUNDS AND THEIR CARBENOID NATURE - REACTIONS WITH RLI AND OTHER NUCLEOPHILES, EXPERIMENTAL AND IGLO-CALCULATED C-13-NMR SHIFTS OF THE CARBENOID-C ATOM [J].

BOCHE, G ;

BOSOLD, F ;

LOHRENZ, JCW ;

OPEL, A ;

ZULAUF, P .

CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (08) :1873-1885

[4] A NOVEL BASE-INDUCED RING EXPANSION OF QUATERNIZED HETEROCYCLES [J].

FEDERSEL, HJ ;

BERGMAN, J .

TETRAHEDRON LETTERS, 1980, 21 (25) :2429-2432

[5] RING-OPENING OF BENZOXAZOLES WITH ALLYLIC GRIGNARD-REAGENTS - SYNTHESIS OF N-DIALLYLALKYL-ORTHO-AMINOPHENOLS [J].

FLORIO, S ;

EPIFANI, E ;

INGROSSO, G ;

SGARRA, R .

TETRAHEDRON, 1984, 40 (24) :5089-5095

[6] 2-BENZOTHIAZOLYLCHLOROMETHYLLITHIUM - SYNTHESIS OF OXIRANES [J].

FLORIO, S ;

TROISI, L .

TETRAHEDRON LETTERS, 1992, 33 (51) :7953-7956

[7] 4H-1.4-BENZTHIAZINE AUS BENZTHIAZOLIUMSALZEN [J].

FRIEDRICH, W ;

KROHNKE, F ;

SCHILLER, P .

CHEMISCHE BERICHTE-RECUEIL, 1965, 98 (12) :3804-+

[8]

Gupta R. R., 1988, PHENOTHIAZINES 1 4 B, V4, P163

[9] STABLE CARBENOIDS .47. CHEMISTRY OF CARBENOIDS AND OTHER THERMOLABILE ORGANOLITHIUM COMPOUNDS [J].

KOBRICH, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1972, 11 (06) :473-&

[10] REACTION OF BENZOTHIAZOLE AND SUBSTITUTED BENZOTHIAZOLES WITH DIMETHYL ACETYLENEDICARBOXYLATE - NOVEL HETEROCYCLIC RING TRANSFORMATION [J].

MCKILLOP, A ;

SAYER, TSB ;

BELLINGER, GCA .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08) :1328-1331