1384725-08-9Relevant academic research and scientific papers
Parallel syntheses of eight-membered ring sultams via two cascade reactions in water
Ji, Tao,Wang, Yanjie,Wang, Min,Niu, Ben,Xie, Ping,Pittman, Charles U.,Zhou, Aihua
, p. 595 - 600 (2014/01/06)
From vinyl sulfonamides as precursors to vinyl sulfonamide epoxides, two cascade reaction protocols were developed to synthesize eight-membered ring sultams in water. These protocols employ intermolecular Michael addition by NaOH or NaHS in water, followed by rapid proton transfer and intramolecular 8-endo-tet epoxide ring-opening to give medium-size sultams selectively in one-pot. Novel core structures and high synthetic efficiency make these cascade reactions highly suitable for sultam library production. Both reactions proceeded well and afforded the respective sultams in good yields under environmentally friendly conditions.
Selective synthesis of seven- and eight-membered ring sultams via two tandem reaction protocols from one starting material
Wang, Min,Wang, Yanjie,Qi, Xueyong,Xia, Guohua,Tong, Kun,Tu, Jinchang,Pittman, Charles U.,Zhou, Aihua
, p. 3700 - 3703 (2012/08/28)
From one starting material, two tandem reaction protocols to synthesize seven- and eight-membered ring sultams were developed. One protocol employs intermolecular epoxide ring-opening by NaN3, followed by an intramolecular 7-endo-trig oxa-Michael addition reaction. The second protocol applies to intermolecular aza-Michael addition of a primary amine, followed by 8-endo-tet intramolecular epoxide ring-opening of the resultant amine intermediate. Both protocols afforded the respective sultams in good yields under mild reaction conditions.
