Synthesis of 2-trifluoromethylated 3-pyrrolines/pyrrolidines via [3+2] cycloaddition of azomethine ylides with the participation of 3,3,3-trifluoroalanine

被引：0

作者：

Liu, Qian ^{[1
]}

Yoshikawa, Isao ^{[1
]}

Kudo, Kazuaki ^{[1
]}

机构：

[1] Univ Tokyo, Inst Ind Sci, 4-6-1 Komaba,Meguro Ku, Tokyo 1538505, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2022年 / 264卷

关键词：

X=Y-ZH SYSTEMS; 1,3-DIPOLAR CYCLOADDITION; DECARBOXYLATIVE ROUTE; ENANTIOSELECTIVE CONSTRUCTION; ASYMMETRIC CONSTRUCTION; POTENTIAL 1,3-DIPOLES; PYRROLIDINES; MECHANISM; FRAMEWORK; PYRROLES;

D O I：

10.1016/j.jfluchem.2022.110061

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

2-Trifluoromethylated 3-pyrrolines and pyrrolidines were synthesized via condensation of 3,3,3-trifluoroalanine with carbonyl compounds, decarboxylative for-mation of azomethine ylides, and the subsequent [3+2] cycloaddition with electron deficient alkynes and alkenes. The reaction proceeded under mild conditions to give the adducts in moderate to good yields. The product 3-pyrroline was successfully converted to the corresponding pyrrole upon treatment with o-iodoxybenzoic acid.

引用

页数：8

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