18756-03-1Relevant articles and documents
Study on the stereoselective reactions of vinyl(phenyl)iodonium salts with sodium selenide, sodium sulfide, sodium azide and potassium thiocyanate
Yan, Jie,Jin, Hongwei,Chen, Zhenchu
, p. 233 - 235 (2007)
The reactions of vinyl(phenyl)iodonium salts with sodium selenide, sodium sulfide, sodium azide and potassium thiocyanate have been studied. Divinylic selenides, divinylic sulfides, vinylic azides and vinylic thiocyanates were synthesised stereoselectivel
Regioselective ring opening of silyl epoxy alcohols with azide ion
Chakraborty,Reddy
, p. 1335 - 1338 (1990)
Presence of silyl group on epoxy ring allows azide ion to open 2,3-epoxy alcohols exclusively at the silicon bearing carbon.
Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation
Tao, Lei,Guo, Xueying,Li, Jie,Li, Ruoling,Lin, Zhenyang,Zhao, Wanxiang
, p. 18118 - 18127 (2020/11/26)
The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.
Practical Solvent-Free Microwave-Assisted Hydroboration of Alkynes
Altarejos, Julia,Sucunza, David,Vaquero, Juan J.,Carreras, Javier
, p. 3024 - 3029 (2020/05/18)
A simple and rapid protocol for the anti-Markovnikov hydroboration of alkynes assisted by microwave irradiation has been developed. Pinacolborane smoothly reacts with terminal alkynes to obtain (E)-alkenyl boronates in good yields and short reactions times in the absence of solvent. Further transformations on the carbon-boron bond of the adducts can be sequentially achieved without the need of purifying the alkenyl boronates.