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Insecticidal Evaluation and [4+2] Aza‐Diels‐Alder Synthesis of 3,7‐Diaryl‐6,7‐dihydro‐5 H ‐6‐substituted Thiazolo[3,2‐a]pyrimidin‐5‐ones Under Coupled Ultrasonic Irradiation and PTC
Author(s) -
Gupta Ragini,
Sharma Deepti,
Verma P. S.,
Jain Anshu
Publication year - 2016
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.776
Subject(s) - chemistry , cycloaddition , sonication , combinatorial chemistry , organic chemistry , stereochemistry , chromatography , catalysis
A series of 3,7‐diaryl‐6,7‐dihydro‐5 H ‐6‐substituted‐thiazolo[3,2‐a]pyrimidin‐5‐ones ( 3a , 3b , 3c , 3d , 3e , 3f , 3g , 3h , 3i , 3j ) were synthesized by the [4+2] cycloaddition reaction of 2‐arylideneamino‐4‐arylthiazoles (2a–j) with in situ generated monosubstituted ketenes under PTC conditions coupled with ultrasonication in good to excellent yields. All the synthesized compounds were characterized on the basis of their spectral (IR, PMR, and Mass) and analytical data. The synthesized compounds were also screened for their insecticidal activity against Helicoverpa armigera and some of them showed promising activity.