Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles

Benzimidazoles are important N-heteroaromatic compounds with various biological activities and pharmacological applications. Herein, we present the first iron-catalyzed selective synthesis of 1,2-disubstituted benzimidazoles via acceptorless dehydrogenative coupling of primary alcohols with aromatic...

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Main Authors:	Ramachandra Reddy Putta, Simin Chun, Seok Beom Lee, Dong-Chan Oh, Suckchang Hong
Format:	Article
Language:	English
Published:	Frontiers Media S.A. 2020-06-01
Series:	Frontiers in Chemistry
Subjects:	iron catalysis dehydrogenative coupling borrowing hydrogen alcohol benzimidazoles
Online Access:	https://www.frontiersin.org/article/10.3389/fchem.2020.00429/full

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spelling	doaj-80fc7d7f71934c2f92a6d9e394e0ef372020-11-25T03:15:37ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462020-06-01810.3389/fchem.2020.00429544227Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted BenzimidazolesRamachandra Reddy Putta0Simin Chun1Simin Chun2Seok Beom Lee3Seok Beom Lee4Dong-Chan Oh5Dong-Chan Oh6Suckchang Hong7Suckchang Hong8BK21 PLUS Project, College of Pharmacy, Seoul National University, Seoul, South KoreaBK21 PLUS Project, College of Pharmacy, Seoul National University, Seoul, South KoreaResearch Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, South KoreaBK21 PLUS Project, College of Pharmacy, Seoul National University, Seoul, South KoreaResearch Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, South KoreaBK21 PLUS Project, College of Pharmacy, Seoul National University, Seoul, South KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul, South KoreaBK21 PLUS Project, College of Pharmacy, Seoul National University, Seoul, South KoreaResearch Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, South KoreaBenzimidazoles are important N-heteroaromatic compounds with various biological activities and pharmacological applications. Herein, we present the first iron-catalyzed selective synthesis of 1,2-disubstituted benzimidazoles via acceptorless dehydrogenative coupling of primary alcohols with aromatic diamines. The tricarbonyl (η4-cyclopentadienone) iron complex catalyzed dehydrogenative cyclization, releasing water and hydrogen gas as by-products. The earth abundance and low toxicity of iron metal enable the provision of an eco-friendly and efficient catalytic method for the synthesis of benzimidazoles.https://www.frontiersin.org/article/10.3389/fchem.2020.00429/fulliron catalysisdehydrogenative couplingborrowing hydrogenalcoholbenzimidazoles
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Ramachandra Reddy Putta Simin Chun Simin Chun Seok Beom Lee Seok Beom Lee Dong-Chan Oh Dong-Chan Oh Suckchang Hong Suckchang Hong
spellingShingle	Ramachandra Reddy Putta Simin Chun Simin Chun Seok Beom Lee Seok Beom Lee Dong-Chan Oh Dong-Chan Oh Suckchang Hong Suckchang Hong Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles Frontiers in Chemistry iron catalysis dehydrogenative coupling borrowing hydrogen alcohol benzimidazoles
author_facet	Ramachandra Reddy Putta Simin Chun Simin Chun Seok Beom Lee Seok Beom Lee Dong-Chan Oh Dong-Chan Oh Suckchang Hong Suckchang Hong
author_sort	Ramachandra Reddy Putta
title	Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles
title_short	Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles
title_full	Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles
title_fullStr	Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles
title_full_unstemmed	Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles
title_sort	iron-catalyzed acceptorless dehydrogenative coupling of alcohols with aromatic diamines: selective synthesis of 1,2-disubstituted benzimidazoles
publisher	Frontiers Media S.A.
series	Frontiers in Chemistry
issn	2296-2646
publishDate	2020-06-01
description	Benzimidazoles are important N-heteroaromatic compounds with various biological activities and pharmacological applications. Herein, we present the first iron-catalyzed selective synthesis of 1,2-disubstituted benzimidazoles via acceptorless dehydrogenative coupling of primary alcohols with aromatic diamines. The tricarbonyl (η4-cyclopentadienone) iron complex catalyzed dehydrogenative cyclization, releasing water and hydrogen gas as by-products. The earth abundance and low toxicity of iron metal enable the provision of an eco-friendly and efficient catalytic method for the synthesis of benzimidazoles.
topic	iron catalysis dehydrogenative coupling borrowing hydrogen alcohol benzimidazoles
url	https://www.frontiersin.org/article/10.3389/fchem.2020.00429/full
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Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles

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