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Visible‐Light‐Induced Iminothiolation of Unactivated Alkenes
Author(s) -
Wang DingXing,
Cai SaiHu,
Liu Haidong,
Ye Lu,
Zhu Chuan,
Feng Chao
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202100107
Subject(s) - chemistry , radical , moiety , thioether , intramolecular force , photoredox catalysis , photochemistry , functional group , combinatorial chemistry , catalysis , visible spectrum , sulfur , organic chemistry , photocatalysis , polymer , physics , optoelectronics
An efficient visible‐light‐induced iminothiolation of unactivated alkenes has been developed for the rapid construction of pyrroline derivatives bearing a thioether moiety. In the presence of fac ‐Ir(ppy) 3 as photoredox catalyst, the acyl oximes were readily converted into iminyl radicals by single electron reduction under white LEDs irradiation, and the following radical cascading intramolecular cyclization and thioetherification would afford the functionalized pyrrolines with high efficiency. The mild reaction conditions including air atmosphere and ambient temperature allow for broad functional group tolerance. In addition, the good compatibility and practicality of this protocol is further highlighted by the employment of easily available thiophenols as the sulfur source for the thiolation process.