莫里塔-贝利斯-希尔曼酮向饱和咪唑并[1,2-a]吡啶的逆曼尼希介导转化

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-04-09 DOI:10.1039/D4QO00352G

Sachin Sharma, Ajit Kumar Jha and Srinivasan Easwar

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引用次数: 0

摘要

通过使用一种来自环己-2-烯-1-酮的底物，我们获得了由邻位二胺与莫里塔-贝利斯-希尔曼酮作用时引发的逆曼尼希反应的明确证据。这种环状 MBH 酮与乙二胺的反应生成了新型 5-亚烷基八氢咪唑并[1,2-a]吡啶；一系列底物也可以在原位生成，它们以快速的方式参与反应，生成了高产率的融合杂双环产物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

A retro-Mannich mediated transformation of Morita–Baylis–Hillman ketones to saturated imidazo[1,2-a]pyridines†

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A retro-Mannich mediated transformation of Morita–Baylis–Hillman ketones to saturated imidazo[1,2-a]pyridines†

Explicit evidence of a retro-Mannich reaction triggered by a vicinal diamine upon its interaction with Morita–Baylis–Hillman ketones was gained by the use of a substrate derived from cyclohex-2-en-1-one. The reaction of such cyclic MBH ketones with ethylene diamine resulted in the formation of novel 5-alkylidene octahydroimidazo[1,2-a]pyridines; a range of substrates, which could also be generated in situ, participated in swift fashion to deliver good yields of the fused hetero-bicyclic products.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.