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Furans Conjugated with Bulky Aromatic Systems: One‐Pot Synthesis from Ketones and Acetylene
Author(s) -
Schmidt Elena Yu,
Bidusenko Ivan A.,
Cherimichkitalia A.,
Ushakov Igor A.,
Borodina Tatya.,
Smirnov Vladimir I.,
Trofimov Boris A.
Publication year - 2015
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.201503256
Subject(s) - acetylene , conjugated system , furan , ferrocene , chemistry , domino , ketone , organic chemistry , molecule , combinatorial chemistry , catalysis , electrochemistry , polymer , electrode
Ketones with bulky aromatic, heteroaromatic and ferrocene substituents react with acetylene in the presence of a KOH/DMSO super‐base suspension (90 °C, 15 min) to give polysubstituted furans in up to 86 % isolated yields in a one‐pot fashion. This assembly of the furan scaffold involves a domino sequence in which one molecule of ketone reacts with two molecules of acetylene.