Premium
Gold Catalysis: Non‐Spirocyclic Intermediates in the Conversion of Furanynes by the Formal Insertion of an Alkyne into an Aryl–Alkyl CC Single Bond
Author(s) -
Hashmi A. Stephen K.,
Häffner Tobias,
Yang Weibo,
Pankajakshan Sreekumar,
Schäfer Sascha,
Schultes Lara,
Rominger Frank,
Frey Wolfgang
Publication year - 2012
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.201200306
Subject(s) - alkyne , enyne , chemistry , cycloisomerization , aryl , substituent , nucleophile , alkyl , furan , stereochemistry , aldol reaction , medicinal chemistry , allene , nucleophilic addition , catalytic cycle , catalysis , organic chemistry
It takes al‐kynes : The formation of furyl‐substituted heterocycles from furanynes with donor groups on the furan–alkyne tether and mechanistic control experiments indicate the involvement of open‐chained carbenium ions in the overall insertion of an alkyne into a CC bond, rather than the usual spirocyclic intermediates (see scheme).