Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent
Abstract Molybdenum(VI)-catalyzed domino reductive cyclization of nitroarenes has been devised for the syntheses of 1,4-benzoxazines and 1,4-benzothiazines in the presence of pinacol as deoxygenating agent. The scope of the described method was further extended to the syntheses of the rarely explore...
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Language: | English |
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Georg Thieme Verlag KG
2018-04-01
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Series: | SynOpen |
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Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1591572 |
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author | Raghuram Gujjarappa Nagaraju Vodnala Arup K. Kabi Dhananjaya Kaldhi Mohan Kumar Uwe Beifuss Chandi C. Malakar |
author_facet | Raghuram Gujjarappa Nagaraju Vodnala Arup K. Kabi Dhananjaya Kaldhi Mohan Kumar Uwe Beifuss Chandi C. Malakar |
author_sort | Raghuram Gujjarappa |
collection | DOAJ |
description | Abstract
Molybdenum(VI)-catalyzed domino reductive cyclization of nitroarenes has been devised for the syntheses of 1,4-benzoxazines and 1,4-benzothiazines in the presence of pinacol as deoxygenating agent. The scope of the described method was further extended to the syntheses of the rarely explored scaffolds, 1-hydroxyphenazines and quinoxalines. The present method avoids the use of hazardous deoxygenating agents and operates under solvent-free conditions. |
first_indexed | 2024-12-11T01:28:02Z |
format | Article |
id | doaj.art-623d494ec0874b729300e8f7b25f70d2 |
institution | Directory Open Access Journal |
issn | 2509-9396 |
language | English |
last_indexed | 2024-12-11T01:28:02Z |
publishDate | 2018-04-01 |
publisher | Georg Thieme Verlag KG |
record_format | Article |
series | SynOpen |
spelling | doaj.art-623d494ec0874b729300e8f7b25f70d22022-12-22T01:25:27ZengGeorg Thieme Verlag KGSynOpen2509-93962018-04-0102020138014410.1055/s-0036-1591572Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating AgentRaghuram Gujjarappa0Nagaraju Vodnala1Arup K. Kabi2Dhananjaya Kaldhi3Mohan Kumar4Uwe Beifuss5Chandi C. Malakar6Department of Chemistry, National Institute of Technology ManipurDepartment of Chemistry, National Institute of Technology ManipurDepartment of Chemistry, National Institute of Technology ManipurDepartment of Chemistry, National Institute of Technology ManipurDepartment of Chemistry, National Institute of Technology ManipurInstitut für Chemie, Universität HohenheimDepartment of Chemistry, National Institute of Technology ManipurAbstract Molybdenum(VI)-catalyzed domino reductive cyclization of nitroarenes has been devised for the syntheses of 1,4-benzoxazines and 1,4-benzothiazines in the presence of pinacol as deoxygenating agent. The scope of the described method was further extended to the syntheses of the rarely explored scaffolds, 1-hydroxyphenazines and quinoxalines. The present method avoids the use of hazardous deoxygenating agents and operates under solvent-free conditions.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1591572n-heterocyclesdomino reactionreductive cyclizationnitroarenesdioxo-mo(vi) complexpinacol |
spellingShingle | Raghuram Gujjarappa Nagaraju Vodnala Arup K. Kabi Dhananjaya Kaldhi Mohan Kumar Uwe Beifuss Chandi C. Malakar Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent SynOpen n-heterocycles domino reaction reductive cyclization nitroarenes dioxo-mo(vi) complex pinacol |
title | Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent |
title_full | Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent |
title_fullStr | Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent |
title_full_unstemmed | Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent |
title_short | Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent |
title_sort | efficient syntheses of diverse n heterocycles the molybdenum vi catalyzed reductive cyclization of nitroarenes using pinacol as a deoxygenating agent |
topic | n-heterocycles domino reaction reductive cyclization nitroarenes dioxo-mo(vi) complex pinacol |
url | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1591572 |
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