Copper-Catalyzed Inter- and Intramolecular C-N Bond Formation: Synthesis of Benzimidazole-Fused Heterocycles

The Journal of Organic Chemistry
Sk RasheedParthasarathi Das

Abstract

A Cu (II)-catalyzed, inter/intramolecular C-N bond formation for the synthesis of various benzimidazole-fused heterocycles in a concise manner has been reported. The robustness of this reaction is demonstrated by the synthesis of a series of benzimidazole-fused heteroaromatics (e.g., pyrido[1,2-a] benzimidazole, benzimidazo[1,2-a]quinolines, benzimidazo [1,2-a]pyrazine, benzo[4,5] imidazo[2,1-b]thiazoles) directly from 2-aminoheteroarenens and 2-iodoarylboronic acids in one-pot. The novel cascade protocol for C-N bond formation operates via unique combination of Chan-Lam type coupling followed by Ullmann-type reaction.

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Citations

Sep 24, 2016·The Journal of Organic Chemistry·Chitrakar RaviSubbarayappa Adimurthy
Oct 5, 2016·The Journal of Organic Chemistry·Sadhanendu SamantaAlakananda Hajra
Mar 21, 2017·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Chitrakar Ravi, Subbarayappa Adimurthy
Jan 4, 2017·Organic & Biomolecular Chemistry·A Siva ReddyParthasarathi Das
Sep 8, 2016·Organic & Biomolecular Chemistry·K Anil KumarParthasarathi Das
Dec 18, 2015·Organic & Biomolecular Chemistry·Subhajit MishraAlakananda Hajra
Aug 31, 2018·Molecular Diversity·Iqra MunirRaheel Ahmad
Aug 23, 2019·Beilstein Journal of Organic Chemistry·Gagandeep Kour ReenPratibha Sharma
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Martin SweeneyFawaz Aldabbagh
Aug 23, 2019·The Journal of Organic Chemistry·Xing Liu, Zhi-Bing Dong
Aug 12, 2017·The Journal of Organic Chemistry·Irina V RassokhinaYulia A Volkova
Nov 2, 2021·The Journal of Organic Chemistry·Amitava RakshitBhisma K Patel

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