93434-80-1Relevant academic research and scientific papers
Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions
Qi, Danyang,Dong, Wanrong,Peng, Zhihong,Zhang, Yingjun,An
, (2019/08/01)
An efficient and mild route for the formation sulfur or phosphor-substituted alkynes was herein demonstrated. The Mukaiyama reagent-mediated transformation started from easily-accessible substrates without carbon-carbon triple bonds, and the reaction proceeded under mild conditions (room temperature) in a one-pot manner, requiring for no transition metal-catalysts. The practical protocol featured for good functional groups tolerance (up to 41 examples) and high efficiency (up to 91% yields) towards alkynyl sulfones and alkynyl phosphonates at low cost.
Studies on the chemistry and reactivity of α-substituted ketones in isonitrile-based multicomponent reactions
Fan, Lijun,Adams, Ashley M.,Polisar, Jason G.,Ganem, Bruce
body text, p. 9720 - 9726 (2009/04/07)
(Chemical Equation Presented) Using the Passerini and Ugi reactions as representative tests, the utility of several α-substituted ketones R-CO-CH2-X (X = sulfonyloxy, acyloxy, azido, halo, hydroxy, and sulfonyl) in isonitrile-based multicompone
ALKYATION STUDIES OF 5-EXO-METHYLENE SUBSTITUTED ISOXAZOLIDINES
Padwa, Albert,Carter, Stephen P.,Chiacchio, Ugo,Kline, Donald N.,Perumattam, John
, p. 2639 - 2646 (2007/10/02)
1,3-Dipolar cycloaddition of nitrones to phenylsulphonylallene gives in high yield and with complete regiospecificity 5-methyleneisoxazolidines.These on treatment with base and subsequent reaction with electrophiles afford both α- and γ-substituted products.With methyl iodide as the electrophile, only the α-methylated product was isolated.In contrast, reaction of the 5-exo-methylene-4-phenylsulphonylisoxazolidine with allyl bromide afforded the γ-allyated product.Formation of this was shown to be via direct γ-attack, rather than by α-attack, followed by a 3,3-sigmatropic rearrangement.Further studies show that the product ratio is controlled by a sensitive interplay between thermodynamic and steric factors and is very dependent on the nature of the electrophile used.
CYCLOPENTANATION WITH β-METHYLTHIO-ALLYL PHENYL SULFONE
Barre, V.,Uguen, D.
, p. 6045 - 6048 (2007/10/02)
The allylic thiosulfones 2 resulting from the addition of thiols to propargylic sulfone 1 have been used to convert enones into diketo-sulfones which then led to bicyclo alkanediones by either tris-anionization then cupric oxidation or treatment with rhodium acetate of the corresponding diazoketo-sulfone.
