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Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines

An efficient and stereoselective synthesis of novel 3,4-dihydro-2(1H)-quinazolines has been developed through cyclization reactions of 2-aminobenzylamines with α-oxoketene dithioacetals using PEG-400 as an inexpensive, easy to handle, non-toxic and recyclable reaction medium. The developed protocol...

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Detalles Bibliográficos
Autores principales: Sharma, Nutan, Sharma, Pankaj, Bhagat, Sunita
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078610/
https://www.ncbi.nlm.nih.gov/pubmed/35539879
http://dx.doi.org/10.1039/c7ra13487h
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author Sharma, Nutan
Sharma, Pankaj
Bhagat, Sunita
author_facet Sharma, Nutan
Sharma, Pankaj
Bhagat, Sunita
author_sort Sharma, Nutan
collection PubMed
description An efficient and stereoselective synthesis of novel 3,4-dihydro-2(1H)-quinazolines has been developed through cyclization reactions of 2-aminobenzylamines with α-oxoketene dithioacetals using PEG-400 as an inexpensive, easy to handle, non-toxic and recyclable reaction medium. The developed protocol is operationally simple and tolerates various substrates having different functionalities. This protocol features several attributes such as excellent yields, no work up, green reaction conditions, and being environmentally benign. The attractive feature of this new strategy is that all the reported final compounds have been isolated as single (E)-stereoisomeric forms, which was confirmed by (1)HNMR and X-ray crystallographic studies.
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spelling pubmed-90786102022-05-09 Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines Sharma, Nutan Sharma, Pankaj Bhagat, Sunita RSC Adv Chemistry An efficient and stereoselective synthesis of novel 3,4-dihydro-2(1H)-quinazolines has been developed through cyclization reactions of 2-aminobenzylamines with α-oxoketene dithioacetals using PEG-400 as an inexpensive, easy to handle, non-toxic and recyclable reaction medium. The developed protocol is operationally simple and tolerates various substrates having different functionalities. This protocol features several attributes such as excellent yields, no work up, green reaction conditions, and being environmentally benign. The attractive feature of this new strategy is that all the reported final compounds have been isolated as single (E)-stereoisomeric forms, which was confirmed by (1)HNMR and X-ray crystallographic studies. The Royal Society of Chemistry 2018-02-26 /pmc/articles/PMC9078610/ /pubmed/35539879 http://dx.doi.org/10.1039/c7ra13487h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Sharma, Nutan
Sharma, Pankaj
Bhagat, Sunita
Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines
title Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines
title_full Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines
title_fullStr Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines
title_full_unstemmed Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines
title_short Eco-friendly reactions in PEG-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1H)-quinazolines using 2-aminobenzylamines
title_sort eco-friendly reactions in peg-400: a highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1h)-quinazolines using 2-aminobenzylamines
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078610/
https://www.ncbi.nlm.nih.gov/pubmed/35539879
http://dx.doi.org/10.1039/c7ra13487h
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