SYNTHESIS AND REACTIVITY OF NEW PERFLUOROALKYL SYNTHONS - ATYPICAL BEHAVIOR OF F-ALKYLATED AZIRINES AND AZIRIDINES

被引：19

作者：

HADDACH, M ^{[1
]}

PASTOR, R ^{[1
]}

RIESS, JG ^{[1
]}

机构：

[1] UNIV NICE SOPHIA ANTIPOLIS,CHIM MOLEC LAB,CNRS,UNITE RECH ASSOCIEE,PARC VALROSE,F-06108 NICE 2,FRANCE

来源：

TETRAHEDRON | 1993年 / 49卷 / 21期

关键词：

D O I：

10.1016/S0040-4020(01)81291-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

F-alkyl chains perturb the reactivity of substrates in an often unpredictable way. F-alkyl azirine and aziridine carboxylates were prepared from F-alkynylesters, in 80 and 60% yield, respectively, and were found to display reactivities different from those of their hydrocarbon analogs. Thus, F-alkylazirines (5) give addition products easily but resist ring opening, while the F-alkylaziridines (8) are extremely stable, both towards nucleophilic and electrophilic reagents and irrespective of the medium used, neutral, acid or basic.

引用

页码：4627 / 4638

页数：12

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