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Aldehydes as Carbon Radical Acceptors: Silver Nitrate Catalyzed Cascade Decarboxylation and Oxidative Cyclization toward Dihydroflavonoid Derivatives
Author(s) -
Yang WenChao,
Dai Peng,
Luo Kai,
Ji YiGang,
Wu Lei
Publication year - 2017
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.201601407
Subject(s) - chemistry , ammonium persulfate , decarboxylation , persulfate , ammonium nitrate , silver nitrate , cascade , oxidative decarboxylation , substrate (aquarium) , organic chemistry , catalysis , photochemistry , polymer , oceanography , chromatography , polymerization , geology
Silver nitrate‐catalyzed cascade decarboxylation and oxidative cyclization of α ‐oxocarboxylic acids, alkenes, and aldehydes is demonstrated for the first time. With ammonium persulfate as the oxidant, the cascade reactions afford dihydroflavonoid derivatives as products in moderate to good yields, exhibiting a broad substrate tolerance. Control experiments indicated that the mechanism includes a radical pathway with aldehydes as the carbon radical acceptors.