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A Domino Reaction for the Synthesis of Novel 1,3-Dihydrofuro[3,4-c]pyridines from Pyridoxal and Ketones
Synthesis ( IF 2.2 ) Pub Date : 2020-08-20 , DOI: 10.1055/s-0040-1706422
Lucas Pizzuti 1 , Izamara Casadia 1 , Thalita O. Daher 1 , Sidnei Moura 2 , Davi F. Back 3 , Eliandro Faoro 1 , Cristiane S. Schwalm 1 , Gleison A. Casagrande 1 , Guilherme C. Paveglio 1
Affiliation  


Abstract

A convenient domino route for the synthesis of novel 1,3-dihydrofuro[3,4-c]pyridines from pyridoxal and alkyl, aryl or heteroaryl ketones under basic conditions is reported. A series of nine derivatives is obtained in 53–90% yields after stirring reactants for 48 hours at room temperature. Most products are easily isolated by filtration followed by recrystallization from ethanol. All products were fully characterized by FTIR, HRMS, and 1H and 13C NMR spectroscopy. The X-ray crystal structure of a representative example of the 1,3-dihydrofuro[3,4-c]pyridine series is also presented.



中文翻译:

由吡咯醛和酮合成新型1,3-二氢呋喃[3,4-c]吡啶的多米诺反应


摘要

报道了在碱性条件下由吡pyr醛和烷基,芳基或杂芳基酮合成新的1,3-二氢呋喃并[3,4- c ]吡啶的简便多米诺路线。在室温下搅拌反应物48小时后,可以得到53-90%收率的一系列九种衍生物。多数产品很容易通过过滤分离,然后从乙醇中重结晶。所有产品均通过FTIR,HRMS以及1 H和13 C NMR光谱进行了全面表征。还提出了1,3-二氢呋喃[3,4- c ]吡啶系列的代表性实例的X射线晶体结构。

更新日期:2020-08-21
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