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Updated: Nov 6, 2025

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
Synthesis of Functionalized Pyrrolines via Microwave-Promoted Iminyl Radical Cyclizations
Jatinder Singh1, Garrison A Nickel1, Yu Cai1
1Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602, United States.
Abstract:
O-Phenyloximes tethered to alkenes undergo 5-exo-trig iminyl radical cyclizations upon microwave irradiation. Trapping of the resulting cyclic radicals results in C-C, C-N, C-O, C-S, or C-X bond formation. Allylic sulfides undergo a tandem cyclization-thiyl radical β-elimination, affording terminal alkenes. The cyclizations exhibit a broad scope, and in some cases they are highly diastereoselective. The pyrroline adducts are versatile intermediates that can be transformed into a range of different species.
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