An unexpected pathway of the reaction of lithiated 1,1-dimethylallene with isopropyl isothiocyanate

被引：5

作者：

Brandsma, L

Nedolya, NA

vanderKerk, ACTHM

Heerma, W

Lutz, ETHG

deLang, RJ

Afonin, AV

Trofimov, BA

机构：

[1] RUSSIAN ACAD SCI,INST ORGAN CHEM,SIBERIAN BRANCH,IRKUTSK 664033,RUSSIA

[2] UNIV UTRECHT,DEPT PREPARAT ORGAN CHEM,NL-3584 CH UTRECHT,NETHERLANDS

[3] UNIV UTRECHT,DEPT MASS SPECTROMETRY,NL-3584 CH UTRECHT,NETHERLANDS

[4] UNIV UTRECHT,DEP IR SPECT,NL-3584 CH UTRECHT,NETHERLANDS

来源：

RUSSIAN CHEMICAL BULLETIN | 1997年 / 46卷 / 04期

关键词：

isopropyl isothiocyanate; 1,1-dimethylallene; butyllithium; lithiation; alkylation; azatrienes; 3a,4,5,5a-tetrahydro-4,4,5a-trimethyl-2-methylthio-3H-cyclobuta[b]pyrrole;

D O I：

10.1007/BF02495225

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of lithiated 1,1-dimethylallene with isopropyl isothiocyanate gives 3a,4,5,5a-tetrahydro-4,4,5a-trimethyl-2-methylthio-3H-cyclobuta[b]pyrrole resulting from cyclization of the intermediate 2,7-dimethyl-4-methylthio-3-azaocta-2,4,6-triene.

引用

页码：832 / 833

页数：2

共 7 条

[1] New synthesis of quinolines from lithiated allenes and isothiocyanates [J].

Brandsma, L ;

Nedolya, NA ;

deLang, RJ ;

Trofimov, BA .

RUSSIAN CHEMICAL BULLETIN, 1996, 45 (12) :2873-2874

[2]

Brandsma L., 1996, 17 INT S ORG CHEM SU, P234

[3]

Brandsma L., 1996, 17 INT S ORG CHEM SU, P233

[4]

BRANDSMA L, 1988, STUDIES ORGANIC CHEM, V34, P100

[5]

BRANDSMA L, 1981, STUDIES ORGANIC CHEM, V8, P190

[6]

Nedolya N.A., 1996, 11 INT C ORG SYNTH J, P251

[7]

Petrov K. A., 1969, USP KHIM, V38, P41

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