4036-19-5Relevant academic research and scientific papers
Wittig Olefination Using Phosphonium Ion-Pair Reagents Incorporating an Endogenous Base
Vetter, Anna C.,Gilheany, Declan G.,Nikitin, Kirill
supporting information, p. 1457 - 1462 (2021/03/08)
Despite common perception, the use of strong bases in Wittig chemistry is utterly unnecessary: we report a series of novel ion-pair phosphonium carboxylate reagents which are essentially "storable ylides". These reagents are straightforwardly prepared in excellent yields, and their fluxional nature permits clean olefination of a broad range of aldehydes and even hemiacetals.
Pd-tBuONO Cocatalyzed Aerobic Indole Synthesis
Ning, Xiao-Shan,Liang, Xin,Hu, Kang-Fei,Yao, Chuan-Zhi,Qu, Jian-Ping,Kang, Yan-Biao
supporting information, p. 1590 - 1594 (2018/04/30)
A Pd-tBuONO co-catalyzed scalable and practical synthesis of indoles with molecular oxygen as terminal oxidant is developed. Either terminal or internal 2-vinylanilines could be smoothly converted to desired indoles under one general condition. This method has been evaluated in the large scale synthesis of indomethacin and a potential anti-breast cancer drug candidate 1. (Figure presented.).
Selenium-catalyzed oxidative c(sp2)-h amination of alkenes exemplified in the expedient synthesis of (Aza-)indoles
Ortgies, Stefan,Breder, Alexander
supporting information, p. 2748 - 2751 (2015/06/16)
A new selenium-catalyzed protocol for the direct, intramolecular amination of C(sp2)-H bonds using N-fluorobenzenesulfonimide as the terminal oxidant is reported. This method enables the facile formation of a broad range of diversely functionalized indoles and azaindoles derived from easily accessible ortho-vinyl anilines and vinylated aminopyridines, respectively. The procedure exploits the pronounced carbophilicity of selenium electrophiles for the catalytic activation of alkenes and leads to the formation of C(sp2)-N bonds in high yields and with excellent functional group tolerance.
o-Nitroaryldioxolane for protection of pheromones. Study of the photodelivery of carbonylic compounds
Ceita, Luisa,Maiti, Amiya K.,Mestres, Ramon,Tortajada, Amparo
, p. 1023 - 1055 (2007/10/03)
o-Nitrophenyldioxolanes 1 to 12 have been prepared and the rate of their photocleavage determined Steric congestion in the molecule causes a decrease of the reaction rate. The decrease in the rate is especially important in the presence of a nitro group in a second phenyl ring.
Reductive displacement of allylic acetates by hydride transfer via catalytic activation by palladium(0) complexes
Hutchins, Robert O.,Learn, Keith,Fulton, Robert P.
, p. 27 - 30 (2007/10/02)
Allylic acetates are reduced to alkenes by reductive displacement by hydride reagents via catalytic activation with Pd(0) complexes. In the absence of hydrides, allylic acetates afford conjugated dienes in DMSO solvent.
