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Updated: May 22, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Photocatalytic Strecker-Type Reaction for the Synthesis of Primary α-Aminonitriles
Guo-Feng Li1, Peng-Zi Wang1,2, Wen-Jing Xiao1,2
1College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.
Abstract:
A practical photoinduced direct N-O cleavage of oxime ethers via a single electron transfer (SET) process was developed, enabling controlled generation of N-H imines via iminyl radical intermediates. By employing this strategy, an efficient Strecker-type reaction was established to construct a variety of primary α-aminonitriles using TMSCN as a cyanide source. This protocol showed exceptional tolerance to various functional groups, delivering the corresponding products in good yields. Mechanistic investigations indicate the involvement of iminyl radicals and a radical/polar crossover sequence.
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