1415426-34-4Relevant articles and documents
Tandem Transformations via Friedel-Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence
Kim, Hun Young,Oh, Kyungsoo
, p. 696 - 699 (2019/01/30)
A tandem synthetic route to a diverse array of cyclic compounds has been developed from Friedel-Crafts acylation of alkynes followed by the microwave irradiation of β-chlorovinyl ketone intermediates. The stereoisomeric β-chlorovinyl ketone intermediates smoothly underwent a thermal α-vinyl enolization and ring expansion to vinyl and carbocyclic furans as well as cyclopetene derivatives in good to excellent yields without the need for any catalysts.
Benzenesulfonyl chlorides: Alternative coupling partners for regiocontrolled palladium-catalyzed direct desulfitative 5-arylation of furans
Beladhria, Anissa,Yuan, Kedong,Ben Ammar, Hamed,Soulé, Jean-Francois,Ben Salem, Ridha,Doucet, Henri
, p. 2515 - 2523 (2014/11/12)
The reactivity of furan derivatives in palladium-catalyzed desulfitative arylation was studied. Alkyl-substituted furan derivatives were successfully coupled with a variety of benzenesulfonyl chlorides using a phosphine-free catalyst; regioselective arylation at C5 of the furan was observed in all cases. This reaction tolerates a wide variety of substituents on the benzenesulfonyl derivative. It should be noted that even bromo- and iodobenzenesulfonyl chlorides were successfully coupled with furan derivatives without cleavage of the C-Br or C-I bonds, thus allowing further transformations. The use of these reactants demonstrates the potential of benzenesulfonyl chlorides as coupling partners to access to functionalized 5-arylfurans.
Studies on elimination pathways of β-halovinyl ketones leading to allenyl and propargyl ketones and furans under the action of mild bases
Kim, Hun Young,Li, Jian-Yuan,Oh, Kyungsoo
, p. 11132 - 11145 (2013/02/23)
The elimination pathway of stereochemically defined β-halovinyl ketones has been investigated using a mild base, NEt3, leading to the formation of allenyl ketones and propargyl ketones. A preferential α-vinyl enolization of (E)-β-chlorovinyl ke