1530-20-7Relevant articles and documents
Fluorous tin hydrides: A new family of reagents for use and reuse in radical reactions
Curran, Dennis P.,Hadida, Sabine,Kim, Sun-Young,Luo, Zhiyong
, p. 6607 - 6615 (1999)
Eight members of a new family of highly fluorinated (fluorous) tin hydrides have been synthesized and studied as reagents for radical reactions. Tin hydrides of the general formulas [Rf(CH2)n]3SnH and [Rf-(CH2)
A new class of chiral organogermanes derived from C2-symmetric dithiols: Synthesis, characterization and stereoselective free radical reactions
Gualtieri, Giovanna,Geib, Steven J.,Curran, Dennis P.
, p. 5013 - 5019 (2003)
A new class of dithiostannanes and dithiogermanes have been prepared from 1,1′-binaphthyl-2,2′-dithiol and 3,3′-bis(trimethylsilyl)-1,1′ -binaphtho-2,2′-dithiol. While reduction of 4-butyl-4-chloro-3,5-dithia-4-stanna-cyclohepta[2,1-a;3,4- a′]dinaphthalen
Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
Du, Changle,Fu, Xingyang,Fu, Zhicheng,Luo, Yun,Xu, Jiaxi
, p. 9526 - 9537 (2020/12/15)
The reaction of diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones. The latter are unstable under heating and fragment into the corresponding 1,1-diarylalk-1-enes and arylphosphine dioxides under reaction conditions. The arylphosphine dioxides become arylphosphonic acids during workup. The periselectivity in the annulation shows that the reaction of diaryl(aryl)phosphenes with most aldehydes and ketones favors phosphene phenyl participation in (4 + 2) annulation(2 + 2) annulation. This journal is
Synthetic utility of tribenzyltin hydride and its derivatives as easily accessible, removable, and decomposable organotin reagents
Yamakawa, Takeshi,Kinoshita, Hidenori,Miura, Katsukiyo
supporting information, p. 129 - 134 (2013/03/13)
Radical reactions using tribenzyltin hydride (Bn3SnH) easily prepared from tin and benzyl chloride were studied. The Et3B- initiated reduction and cyclization of haloalkanes and haloalkenes with Bn 3SnH proceeded efficiently. Homolytic hydrostannylation of alkynes with Bn3SnH followed by treatment with electrophiles gave functionalized alkenes in good to high yields. The organotin byproducts formed could be easily removable by filtration and silica-gel column chromatography without any pretreatment. It was also found that tribenzyltin chloride (Bn 3SnCl) easily decomposed to benzyl alcohol in a basic solution of H2O2.