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Domino Radical Addition/Oxidation Sequence with Photocatalysis: One‐Pot Synthesis of Polysubstituted Furans from α‐Chloro‐Alkyl Ketones and Styrenes
Author(s) -
Wang Shuang,
Jia WenLiang,
Wang Lin,
Liu Qiang,
Wu LiZhu
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602053
Subject(s) - domino , chemistry , radical , photocatalysis , alkyl , ketone , scavenger , quenching (fluorescence) , organic chemistry , photochemistry , catalysis , physics , quantum mechanics , fluorescence
A new domino reaction has been developed that allows the combination of styrenes and α‐alkyl ketone radicals to afford a wide array of polysubstituted furans in good to excellent yields under mild and simple reaction conditions. The key to success of this novel protocol is the use of photocatalyst fac ‐Ir(ppy) 3 and oxidant K 2 S 2 O 8 . Mechanistic studies by a radical scavenger and photoluminescence quenching suggest that a radical addition/oxidation pathway is operable.