177481-88-8Relevant articles and documents
An Unusual Conversion of 2-(Alkynonyl)Alkynylbenzenes to Isocoumarins by a Retro-Favorskii-like Degradation
Santhi, Jampani,Baire, Beeraiah
supporting information, p. 3161 - 3165 (2019/09/17)
We report the discovery of an anomalous reaction of 2-(alkynonyl)alkynylbenzenes under AgI catalysis for the selective formation of isocoumarins. This reaction is previously undocumented for 2-(alkynonyl)alkynylbenzenes in terms of the reaction mechanism and the product formed. Water (H2O18) labeling studies suggested a possible mechanistic pathway in which the initial formation of a pyrylium ion is followed by hydrative dealkynylation, that is, water incorporation and alkyne expulsion, similar to a retro-Favorskii reaction.
Gold-catalyzed Intermolecular Oxidations of 2-Ketonyl-1-ethynyl Benzenes with N-Hydoxyanilines to Yield 2-Aminoindenones via Gold Carbene Intermediates
Mokar, Bhanudas Dattatray,Huple, Deepak B.,Liu, Rai-Shung
, p. 11892 - 11896 (2016/11/16)
Gold-catalyzed oxidations of 2-ketonyl-1-ethynyl benzenes with N-hydroxyanilines yield 2-aminoindenone derivatives efficiently. Experimental data suggests that this process involves an α-oxo gold carbene intermediate, generated from the attack of N-hydroxyaniline on furylgold carbene intermediate, rather than the typical attack of oxidants on π-alkynes.
Synthesis of 5-/10-membered ring analogues of the dienediyne core of neocarzinostatine chromophore by palladium(0)-mediated ring-closure reaction
Suffert, Jean,Abraham, Estelle,Raeppel, Stephane,Brueckner, Reinhard
, p. 447 - 456 (2007/10/03)
The new dienediynes 5, 6, and 7 were synthesised from a monoprotected diyne and an already described bis(enol triflate) 4 derived from formylcyclopentanone. When 5 and 6 were subjected to nucleophilic attack by a thiol, cycloaromatisation occurred, and the phenanthrenes 23a and 23b were obtained in 30 and 42% yield, respectively. VCH Verlagsgesellschaft mbH, 1996.