异氰基烯烃加成-环化-脱羧级联反应

Synthesis Pub Date : 2024-07-15 DOI:10.1055/s-0043-1774943
F. Fleming, John-Paul R Marrazzo, Tish Huynh
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引用次数: 0

摘要

异氰基烯烃与氰乙酸乙酯的罕见共轭加成引发了高效的加成-环化-脱羧级联反应。在四氢呋喃中使用精细分散的 NaOH 作为碱和亲核剂,对于促进质子转移、酯水解和随后的脱羧反应至关重要。该策略为获得有价值的腈取代 2,3-二氢-1H-吡咯提供了有效途径,同时也为异氰基烯烃的共轭加成提供了基本见解。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Isocyanoalkene Addition–Cyclization–Decarboxylation Cascades

Isocyanoalkene Addition–Cyclization–Decarboxylation Cascades
A rare conjugate addition to isocyanoalkenes with ethyl cyanoacetate triggers an efficient addition–cyclization–decarboxylation cascade. Using finely dispersed NaOH in THF as a base and nucleophile, is critical in facilitating the proton transfers, the ester hydrolysis, and the subsequent decarboxylation. The strategy provides an efficient route to valuable nitrile-substituted 2,3-dihydro-1H-pyrroles while providing fundamental insight into conjugate additions to isocyanoalkenes.
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