Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds.,Organic & Biomolecular Chemistry

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Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds.
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-01-14 , DOI: 10.1039/c9ob02688f
Juan V Alegre-Requena ₁ , Alberto Valero-Tena ₂ , Isaac G Sonsona ₁ , Santiago Uriel ₃ , Raquel P Herrera ₁

Affiliation

A novel approach for the formation of bisindolylmethane derivatives (BIMs) is described as a proof of concept to evaluate the catalytic capacity of iodoalkynes. The use of these derivatives is reported as an example of simple halogen bond-based organocatalyst. This kind of activation has not been used before for the synthesis of bisindolylmethane derivatives 3. Interestingly, the preparation of 3-(1H-indol-3-yl)-1-phenylbutan-1-one (8) has been also achieved for the first time with an iodoalkyne derivative. We prove the efficiency of this family of new catalysts by developing a simple and easy operational methodology, opening the door to the development of alternative catalysts in the area of halogen bond-based organocatalysts.

中文翻译：

简单的基于碘炔的有机催化剂，用于活化羰基化合物。

描述了一种形成双亚甲基甲烷衍生物（BIM）的新方法，作为评估碘代炔烃催化能力的概念证明。据报道这些衍生物的使用作为简单的基于卤素键的有机催化剂的实例。以前从未使用过这种活化方法来合成双吲哚基甲烷衍生物3。有趣的是，3-（1H-吲哚-3-基）-1-苯基丁烷-1-酮（8）的制备也已完成。第一次使用碘炔衍生物。我们通过开发一种简单易用的操作方法论，证明了这一系列新型催化剂的效率，为基于卤素键的有机催化剂领域替代催化剂的开发打开了大门。

更新日期：2020-02-26

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