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Visible‐Light‐Induced Formal [3+2] Cycloaddition for Pyrrole Synthesis under Metal‐Free Conditions
Author(s) -
Xuan Jun,
Xia XuDong,
Zeng TingTing,
Feng ZhuJia,
Chen JiaRong,
Lu LiangQiu,
Xiao WenJing
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201400602
Subject(s) - cycloaddition , photocatalysis , visible spectrum , catalysis , photochemistry , pyrrole , redox , chemistry , combinatorial chemistry , materials science , organic chemistry , optoelectronics
A photocatalytic formal [3+2] cycloaddition of 2 H ‐azirines with alkynes has been achieved under irradiation by visible light in the presence of organic dye photocatalysts. This transformation provides efficient access to highly functionalized pyrroles in good yields and has been applied to the synthesis of drug analogues. A primary trial of photocascade catalysis merging energy transfer and redox neutral reactions was shown to be successful.