78338-96-2Relevant academic research and scientific papers
Synthesis of 3-Methylthio-benzo[b]furans/Thiophenes via Intramolecular Cyclization of 2-Alkynylanisoles/Sulfides Mediated by DMSO/DMSO-d6 and SOCl2
Zhang, Beibei,Li, Xiaoxian,Li, Xuemin,Sun, Fengxia,Du, Yunfei
, p. 887 - 895 (2021/04/09)
Main observation and conclusion: The reaction of 2-alkynylanisoles/sulfides with SOCl2 and DMSO was conducted to conveniently furnish the biologically interesting 3-(methylthio)-benzo[b]furans/thiophenes via intramolecular cyclization. DMSO acts as a solvent as well as a sulfur source and can also be replaced with DMSO-d6, enabling the incorporation of the SCD3 moiety of DMSO-d6 to the 3-position of the heterocyclic frameworks.
Polyynes to Polycycles: Domino Reactions Forming Polyfused Chalcogenophenes
Dillon, Annaliese S.,Flynn, Bernard L.
supporting information, p. 2987 - 2990 (2020/04/09)
Polyfused chalcogenophenes are prepared in one step through polyelectrophilic cyclization of polyynes using the ambiphilic reagent MeACl (A = S, Se, or Te). Up to four new rings have been generated under mild conditions, including thiophenes, selenophenes, and tellurophenes.
A practical, one-pot synthesis of highly substituted thiophenes and benzo[b]thiophenes from bromoenynes and o-alkynylbromobenzenes
Guilarte, Veronica,Fernandez-Rodriguez, Manuel A.,Garcia-Garcia, Patricia,Hernando, Elsa,Sanz, Roberto
, p. 5100 - 5103 (2011/11/29)
An efficient synthesis of thiophenes and benzo[b]thiophenes has been developed from easily available bromoenynes and o-alkynylbromobenzene derivatives. This novel one-pot procedure involves a Pd-catalyzed C-S bond formation using a hydrogen sulfide surrogate followed by a heterocyclization reaction. Moreover, in situ functionalization with selected electrophiles further expands the potential of this methodology to the preparation of the corresponding highly substituted sulfur heterocycles.
