SYNTHETIC POTENTIAL OF TRIFLUOROMETHYL SUBSTITUTED TIN HETEROCYCLES

被引：31

作者：

BURGER, K

GEITH, K

SEWALD, N

机构：

[1] Organisch-Chemisches Institut der Technischen Universität München, Lichtenbergstraße 4

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1990年 / 46卷 / 01期

关键词：

D O I：

10.1016/S0022-1139(00)81563-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

4,4-Bis(trifluoromethyl) substituted heterodienes of type (F3C)2CN-C(R1)=X (X = O, S, NR2) react with tin (II) compounds (tin (II) chloride, stannocene etc.] to give [4+1] cycloadducts. The cycloaddition process causes an 'Umpolung' at the carbon atom the two trifluoromethyl groups are attached to. This is the precondition for a controlled, stepwise elimination of fluoride from one of the two trifluoromethyl groups. Trifluoromethyl substituted tin heterocycles therefore are useful building blocks for synthesis of fluoro and trifluoromethyl substituted organic compounds. © 1990.

引用

页码：105 / 122

页数：18

共 55 条

[1]

ALBANBAUER J, 1976, LIEBIGS ANN CHEM, P36

[2]

BURGER K, 1986, CHEM ZTG, V110, P87

[3]

BURGER K, 1984, CHEM ZTG, V108, P213

[4]

BURGER K, 1982, CHEM ZTG, V106, P303

[5]

BURGER K, 1986, CHEM ZTG, V110, P83

[6] SYNTHESIS OF NATURALLY-OCCURRING AND SYNTHETIC AMINO-ACIDS .3. A SIMPLE ACCESS TO 2-SUBSTITUTED 3,3,3-TRIFLUOROALANINE DERIVATIVES [J].

BURGER, K ;

GEITH, K ;

GAA, K .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (06) :848-849

[7] HETEROCYCLIC SYNTHESIS WITH 4,4-BIS (TRIFLUOROMETHYL)-1,3-DIAZABUTA-1,3-DIENES .1. [J].

BURGER, K ;

PENNINGER, S ;

GREISEL, M ;

DALTROZZO, E .

JOURNAL OF FLUORINE CHEMISTRY, 1980, 15 (01) :1-27

[8]

BURGER K, 1982, Z NATURFORSCH B, V37, P473

[9]

BURGER K, 1984, CHEM ZTG, V108, P205

[10]

BURGER K, 1983, Z NATURFORSCH B, V38, P769

← 1 2 3 4 5 6 →