TANDEM INTERMOLECULAR-INTRAMOLECULAR MICHAEL ADDITION OF BIFUNCTIONAL HETERO NUCLEOPHILES TO POLYFLUORO-2-ALKYNOIC ACIDS - FACILE SYNTHESIS OF POLYFLUOROALKYLATED AZAHETEROCYCLES

被引：21

作者：

FUNABIKI, K ^{[1
]}

TAMURA, K ^{[1
]}

ISHIHARA, T ^{[1
]}

YAMANAKA, H ^{[1
]}

机构：

[1] KYOTO INST TECHNOL, DEPT CHEM & MAT TECHNOL, SAKYO KU, KYOTO 606, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 11期

关键词：

D O I：

10.1246/bcsj.67.3021

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Polyfluoro-2-alkynoic acids, R(f)-C drop C-COOH (1a-c: a, R(f)=CHF2; b, R(f)=CF3; c, R(f)=CHF2CF2CF2), readily underwent an intermolecular-intramolecular Michael addition reaction with a variety of bifunctional azanucleophiles, such as RNHCH(2)CH(2)XH (R=H, Me; X=NH, S, O, NMe) and o-phenylenediamine, to give the corresponding carboxylated and/or decarboxylated 2-(polyfluoroalkyl)imidazolidine, thiazolidine, and oxazolidine derivatives in moderate to good yields.

引用

页码：3021 / 3029

页数：9

共 34 条

[21] DIELS-ALDER REACTIONS OF POLYFLUORO-2-ALKYNOIC ACIDS [J].