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K2S2O8-Mediated Arylmethylation of Indoles with Tertiary Amines via sp3 C–H Oxidation in Water
Synlett ( IF 2 ) Pub Date : 2018-08-30 , DOI: 10.1055/s-0037-1610264
Lal Yadav 1 , Rana Singh 2 , Manjula Singh 2 , Arvind Yadav 1
Affiliation  

A transition-metal- and catalyst-free, highly efficient synthesis of 3-arylmethylindoles has been achieved using tertiary amines as both methylene (-CH2-) transfer and arylmethylation agents and K2S2O8 as a convenient oxidant. The key feature of this protocol is the utilisation of K2S2O8 as an inexpensive and easy to handle radical surrogate that can effectively promote the reaction, leading to the formation of C(sp2)–C(sp3)–C(sp2) bonds via sp3 C–H bond oxidation in water at room temperature in a one-pot procedure.

中文翻译:

K2S2O8 介导的吲哚与叔胺通过 sp3 C-H 氧化在水中的芳甲基化

使用叔胺作为亚甲基 (-CH2-) 转移剂和芳基甲基化剂,使用 K2S2O8 作为方便的氧化剂,已经实现了无过渡金属和催化剂的 3-芳基甲基吲哚的高效合成。该协议的主要特点是利用 K2S2O8 作为一种廉价且易于处理的自由基替代物,可以有效地促进反应,从而通过 sp3 C 形成 C(sp2)–C(sp3)–C(sp2) 键-H 键在室温下以一锅法在水中氧化。
更新日期:2018-08-30
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