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Metal‐Free Photocatalytic Synthesis of exo ‐Iodomethylene 2‐Oxazolidinones: An Alternative Strategy for CO 2 Valorization with Solar Energy
Author(s) -
He Xing,
Yao XiangYang,
Chen KaiHong,
He LiangNian
Publication year - 2019
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201902417
Subject(s) - photocatalysis , chemistry , combinatorial chemistry , sonogashira coupling , metal , surface modification , photochemistry , nanotechnology , catalysis , organic chemistry , palladium , materials science
A visible‐light‐promoted metal‐free carboxylative cyclization of propargylic amines with CO 2 was shown to offer exo ‐iodomethylene 2‐oxazolidinones. Incorporation of both CO 2 and iodo moieties into these compounds was realized efficiently. The mechanism study revealed that this carboxylative cyclization proceeds through a radical pathway. Notably, the iodine‐functionalized 2‐oxazolidinone as a platform molecule could be easily converted into a wide range of value‐added chemicals through Buchwald–Hartwig, Suzuki, Sonogashira, photocatalytic ene, and photoreduction reactions. As a result, the plentiful downstream transformations remarkably enhance the range of chemicals derived from CO 2 and open a potential avenue for CO 2 functionalization to circumvent energy challenges in this field.