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Synthesis of Sulfonated Benzo[ d ][1,3]oxazines by Merging Photoredox Catalysis and Insertion of Sulfur Dioxide
Author(s) -
Liu Tong,
Zheng Danqing,
Li Zhenhua,
Wu Jie
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701187
Subject(s) - chemistry , photoredox catalysis , catalysis , sulfur dioxide , oxazines , photocatalysis , photochemistry , sulfur , dabco , combinatorial chemistry , organic chemistry
A photocatalytic reaction of N ‐(2‐vinylphenyl)amides, DABCO⋅(SO 2 ) 2 and arenediazonium tetrafluoroborates for the synthesis of 4‐((arylsulfonyl)methyl)‐4 H ‐benzo[ d ][1,3]oxazines under mild conditions is reported. This synthetic approach is enabled by merging photoredox catalysis and insertion of sulfur dioxide via a radical process. The specific role of photoredox catalysis in this transformation is supported by mechanistic investigations and theoretical calculations.

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