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Gold‐catalyzed Reactions of 3‐Alkynyloxireno[2, 3‐ b ]chromenones to Form 3( 2H )‐Furanones via a Domino Pathway
Author(s) -
Hu Feng,
Yan Jianwei,
Cheng Ming,
Hu Youhong
Publication year - 2013
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201200974
Subject(s) - domino , catalysis , stoichiometry , nucleophile , chemistry , nucleophilic addition , bond cleavage , cleavage (geology) , medicinal chemistry , combinatorial chemistry , organic chemistry , materials science , fracture (geology) , composite material
3(2 H )‐Furanones are efficiently generated from 3‐alkynyl oxireno[2,3‐ b ]chromenones by an Au/DDQ‐catalyzed domino reaction through a pathway composed of cyclization , CC cleavage, nucleophilic addition , oxidation, and nucleophilic addition . It was found that stoichiometric AuCl 3 or catalytic Au with stoichiometric DDQ can oxidize the benzylic sp 3 CH bond to facilitate nucleophilic addition .