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易于制备的偶氮吡啶作为用于简便酯化反应的高效且可循环使用的试剂。一种有效的改进的光延反应。

Easily prepared azopyridines as potent and recyclable reagents for facile esterification reactions. An efficient modified mitsunobu reaction.

作者信息

Iranpoor Nasser, Firouzabadi Habib, Khalili Dariush, Motevalli Somayeh

机构信息

Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran.

出版信息

J Org Chem. 2008 Jul 4;73(13):4882-7. doi: 10.1021/jo8000782. Epub 2008 May 31.

DOI:10.1021/jo8000782
PMID:18512992
Abstract

The 2,2'-, 3,3'-, and 4,4'-azopyridines (azpy) and their alkyl pyridinium ionic liquids were studied as a new class of electron-deficient reagents for Mitsunobu esterification reactions. Among these compounds, 4,4'-azopyridine was found to be the most suitable one for esterification and thioesterification reactions. This new reagent promises to provide general and complementary solutions for separation problems in Mitsunobu reactions without restricting the reaction scope and facilitates the isolation of its hydrazine byproduct. The pyridine hydrazine byproduct can be simply recycled to its azopyridine by an oxidation reaction.

摘要

研究了2,2'-、3,3'-和4,4'-偶氮吡啶(azpy)及其烷基吡啶鎓离子液体作为一类新型缺电子试剂用于光延酯化反应。在这些化合物中,发现4,4'-偶氮吡啶最适合用于酯化和硫酯化反应。这种新试剂有望为光延反应中的分离问题提供通用且互补的解决方案,而不限制反应范围,并便于分离其肼副产物。吡啶肼副产物可通过氧化反应简单地循环转化为其偶氮吡啶。

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