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无溶剂条件下TBAF催化合成5-取代-1H-四唑

TBAF-catalyzed synthesis of 5-substituted 1H-tetrazoles under solventless conditions.

作者信息

Amantini David, Beleggia Romina, Fringuelli Francesco, Pizzo Ferdinando, Vaccaro Luigi

机构信息

Dipartimento di Chimica, Laboratorio di Chimica Organica, Università di Perugia, CEMIN (Centro di Eccellenza Materiali Innovativi per applicazioni chimiche, fisiche e biomediche), via Elce di Sotto 8, I-06123 Perugia, Italy.

出版信息

J Org Chem. 2004 Apr 16;69(8):2896-8. doi: 10.1021/jo0499468.

DOI:10.1021/jo0499468
PMID:15074950
Abstract

Tetrabutylammonium fluoride (TBAF) is an efficient catalyst in the [3 + 2] cycloaddition reaction of organic nitriles 1 with trimethylsilyl azide (TMSN(3)) in solventless conditions. The corresponding 5-substituted 1H-tetrazoles 2 were obtained under mild conditions and in 80-97% yields.

摘要

四丁基氟化铵（TBAF）是一种在无溶剂条件下有机腈1与叠氮基三甲基硅烷（TMSN₃）的[3 + 2]环加成反应中的高效催化剂。在温和条件下以80 - 97%的产率得到了相应的5-取代-1H-四唑2。

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