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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/4071
Title: p-Toluenesulfonic Acid-Mediated Three-Component Reaction "On-Water" Protocol for the Synthesis of Novel Thiadiazolo[2,3-b]quinazolin-6(7H)-ones
Authors: Wadhwa P.
Kaur T.
Singh N.
Singh U.P.
Sharma A.
Published in: Asian Journal of Organic Chemistry
Abstract: The first p-toluenesulfonic acid-mediated "on-water" multicomponent reaction sequence for the synthesis of novel thiadiazolo[2,3-b]quinazolinones from 5-aryl-1,3,4-thiadiazol-2-amines, cyclic 1,3-dicarbonyls and aldehydes with microwave irradiation is described. This protocol proceeds with high atom economy and leads to the generation of three rings, together with one C-C, one C=N and two C-N bonds in a single operation. This new methodology has advantages such as operational simplicity, mild conditions, broad functional group tolerance, simple work-up procedure and applicability on a gram scale. Three to one: The p-toluenesulfonic acid-mediated "on-water" multicomponent reaction sequence for the synthesis of thiadiazolo[2,3-b]quinazolinones is described. The reaction between 5-aryl-1,3,4-thiadiazol-2-amines, cyclic 1,3-dicarbonyls and aldehydes proceeds with microwave irradiation. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Citation: Asian Journal of Organic Chemistry (2016), 5(1): 120-126
URI: https://doi.org/10.1002/ajoc.201500397
http://repository.iitr.ac.in/handle/123456789/4071
Issue Date: 2016
Publisher: Wiley-VCH Verlag
Keywords: Heterocycles
Microwave-assisted synthesis
Multicomponent reactions
On-water reactions
Thiadiazolo[2,3-b]quinazolin-6(7H)-ones
ISSN: 21935807
Author Scopus IDs: 56596408300
53986370200
57211016562
57203181883
55605770309
Author Affiliations: Wadhwa, P., D-305 Medicinal Chemistry Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Kaur, T., D-305 Medicinal Chemistry Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Singh, N., A-301 Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Singh, U.P., A-301 Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Sharma, A., D-305 Medicinal Chemistry Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Corresponding Author: Sharma, A.; D-305 Medicinal Chemistry Laboratory, Department of Chemistry, Indian Institute of Technology RoorkeeIndia; email: anujs77@gmail.com
Appears in Collections:Journal Publications [CY]

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