273208-11-0Relevant articles and documents
Use of Elemental Sulfur or Selenium in a Novel One-Pot Copper-Catalyzed Tandem Cyclization of Functionalized Ynamides Leading to Benzosultams
Siva Reddy, Alla,Kumara Swamy
, p. 2996 - 2999 (2015)
A novel and efficient [Cu]-catalyzed one-pot regio- and stereospecific synthesis of benzo[1,4,2]dithiazine 1,1-dioxides and benzo[1,4,2]thiaselenazine 1,1-dioxides by cyclization of functionalized ynamides with elemental sulfur/selenium has been developed. Its generality is elegantly illustrated by extension to benzodithiazepines and benzothiaselenazepines. Involvement of water in the reaction is demonstrated by the incorporation of 2D at the olefinic site by using D2O in place of water. Selective oxidation at sulfur in benzo[1,4,2]dithiazine 1,1-dioxide by using mCPBA as the oxidizing agent is also described.
Silver(i)-catalyzed sequential hydroamination and Prins type cyclization for the synthesis of fused benzo-δ-sultams
Maheshwar Rao,Yadav,Sridhar,Subba Reddy
, p. 5163 - 5166 (2018)
An intramolecular annulation strategy has been developed for the synthesis of tetrahydrobenzo[e]pyrano[4,3-c][1,2]thiazine derivatives by means of coupling of aldehydes with 2-(4-hydroxybut-1-yn-1-yl)-N-arylsulfonamides using a catalytic amount of silver hexafluoroantimonate in toluene at 80 °C. This is the first report on the synthesis of fused benzo-δ-sultam derivatives through C-N, C-O, and C-C bond formations. The reaction proceeds through a cascade of hydroamination and Prins type cyclization.
α-Haloarylsulfonamides: multiple cyclization pathways to skeletally diverse benzofused sultams
Rayabarapu, Dinesh Kumar,Zhou, Aihua,Jeon, Kyu Ok,Samarakoon, Thiwanka,Rolfe, Alan,Siddiqui, Hina,Hanson, Paul R.
experimental part, p. 3180 - 3188 (2009/08/15)
The development of new methods to skeletally diverse sultams based on a central α-halo benzene sulfonamide building block is reported. Several salient features of this building block are utilized in multiple reaction pathways, including the Heck reaction, C- and O-arylation, Sonogashira-Pauson-Khand, Sonogashira-intramolecular hydroamination, and domino aza-Michael-Heck for the generation of five-, six-, and seven-membered benzofused bicyclic and tricyclic sultams.
Regioselective construction of six-membered fused heterocyclic rings via Pd/C-mediated C-C coupling followed by iodocyclization strategy: a new entry to 2H-1,2-benzothiazine-1,1-dioxides
Barange, Deepak Kumar,Batchu, Venkateswara Rao,Gorja, Dhillirao,Pattabiraman, Vijaya Raghavan,Tatini, Lakshmi Kumar,Babu, J. Moses,Pal, Manojit
, p. 1775 - 1789 (2007/10/03)
We describe a practical and elegant method of constructing a thiazine ring fused with benzene under mild reaction conditions. A?variety of 4-iodo-2H-benzo[e][1,2]thiazine-1,1-dioxides were prepared with high regioselectivity via a two-step process involvi