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无过渡金属高效合成双(吲哚基)丙炔(BIPs)。

Transition metal-free efficient synthesis of bis(indolyl)propynes (BIPs).

作者信息

Chaturvedi Anjali, Sharma Vishal, Nafla Cm Fathimath, SivaPrasad Katikam, Sharma Deepak, Kumar Nikhil, Chandel Rushal, Singh Manpreet, Rawal Ravindra K, Singh Virender

机构信息

Department of Chemistry, Central University of Punjab, Bathinda, 151401, Punjab, India.

Department of Biological and Chemical Science, Baba Farid College, Bathinda, India.

出版信息

Org Biomol Chem. 2024 Aug 28;22(34):7039-7051. doi: 10.1039/d4ob01017e.

DOI:10.1039/d4ob01017e
PMID:39145468
Abstract

A transition metal-free approach has been devised for the synthesis of a variety of bis(indolyl)propyne (BIP) derivatives. The strategy involves an iodine-catalyzed cascade condensation of α,β-unsaturated acetylenic aldehydes with diversely substituted indoles. The strategy was applicable to gram scale synthesis and a library of 50 molecules, which were afforded in good to excellent yields (up to 96%), was developed. The salient features of the reaction involve the synthesis of indole based privileged scaffolds in a short reaction time under transition metal-free conditions, with a wide substrate scope and excellent yields under ambient conditions.

摘要

已经设计出一种无过渡金属的方法来合成各种双(吲哚基)丙炔(BIP)衍生物。该策略涉及碘催化的α,β-不饱和炔醛与不同取代的吲哚的级联缩合反应。该策略适用于克级规模的合成,并开发了一个包含50个分子的库,这些分子的产率良好至优异(高达96%)。该反应的显著特点包括在无过渡金属条件下,于短反应时间内合成基于吲哚的优势骨架,底物范围广泛,且在环境条件下产率优异。

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