72772-94-2Relevant academic research and scientific papers
Regioselective synthesis of arylsulfonyl heterocycles from bromoallyl sulfonesviaintramolecular Heck coupling reaction
Krishna,Menon, Rajeev S.,Sharma, Sunil K.,Yadav, Deepak
, p. 7188 - 7192 (2020)
Indoles, benzofurans and benzosultams endowed with arylsulfonyl groups were prepared in two steps from 2-bromoallyl sulfones.ortho-Halosulfonamides andortho-iodophenol reacted with 2-bromoallyl sulfones in the presence of cesium carbonate to furnish products resulting from a formal vinylic substitution reaction. Palladium-catalyzed intramolecular Heck reaction of these adducts furnished sulfonylated indoles, benzosultams and benzofurans. Isomerization of the double bond participating in the Heck reaction under basic conditions led to the formation of two isomeric products in two cases. Conditions for selectively accessing each of the regioisomeric indoles were developed.
A new approach to fused furan ring systems and benzofurans: Intramolecular cyclization reactions of unsaturated acyloxy sulfone derivatives
Liu, Yuan,Jacobs, Hollie K.,Gopalan, Aravamudan S.
, p. 2935 - 2939 (2011/06/23)
Unsaturated acyloxy sulfones 3 undergo intramolecular cyclization upon deprotonation with LHMDS in THF. Dehydration and double bond isomerization of the products upon exposure to acid, gave the fused ring furans, 4, in good yields. This strategy could be
