基团13:Lewis酸介导异氰乙酸叔丁酯生成5-恶唑酮衍生物

IF 4.2 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2025-06-10 DOI:10.1039/d5cc02623g

Zhou He , Shaoying Ju , Ting Chen , Xinghua Zhang , Douglas W. Stephan , Yile Wu

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引用次数: 0

摘要

异氰乙酸叔丁酯1与B（C₆F₅）₃反应生成刘易斯酸碱加合物2。GaCl₃和GaI₃促进了环化，使环化产物5-恶唑酮衍生物3和4的n键路易斯酸加合物由异氰基插入酯C-O键而产生，同时损失了异丁烯。相反，5(4H)-恶唑酮衍生物5和6的类似加合物InBr₃和InI₃的形成没有损失叔丁基。提出了这些反应的反应机理。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Group 13 Lewis acid-mediated formation of 5-oxazolone derivatives from tert-butyl isocyanoacetate†

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Group 13 Lewis acid-mediated formation of 5-oxazolone derivatives from tert-butyl isocyanoacetate†

tert-Butyl isocyanoacetate 1 reacted with B(C₆F₅)₃ to give a Lewis acid–base adduct 2. GaCl₃ and GaI₃ promoted cyclization affording the N-bound Lewis acid adducts of the cyclized product 5-oxazolone derivatives 3 and 4, resulting from isocyano insertion into the ester C–O bond, with the loss of isobutylene. In contrast, the reactions with InBr₃ and InI₃ afforded the analogous adducts of 5(4H)-oxazolone derivatives 5 and 6, without the loss of the tert-butyl group. A proposed reaction mechanism is provided for these reactions of 1.

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来源期刊

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.