127624-06-0Relevant articles and documents
Substituted 4-(alka-1,2-dienylsulfinyl)morpholines: preparation and conversion into the corresponding sulfinic esters and alkynes by hydrolytic desulfinylation
Baudin Jean-Bernard,Julia, Sylvestre A,Wang, Yuan
, p. 739 - 753 (2007/10/02)
By reaction with morpholine-4-sulfenyl chloride in the presence of triethylamine, several substituted propargylic alcohols were converted into the corresponding allenic sulfinamides 3.As a complementary method, some new allenic α-lithio sulfinamides were prepared and efficiently alkylated with organic halides.The boron trifluoride/etherate-catalyzed treatment of the allenic sulfinamides with simple saturated, allylic or propargylic alcohols provided the corresponding alka-1,2-dienesulfinic esters.Oxidation of various N,N-disubstituted allenic sulfinamides yielded the allenic sulfonamides.The acid-catalyzed hydrolysis or deuterolysis of the title sulfinamides provided the corresponding alkynes.Keywords: -sigmatropic rearrangement / α-allenic sulfinamide / organolithium derivative / α-allenic sulfinic ester / retro-ene reaction / sulfur dioxide elimination / alkyne
SUBSTITUTED 4-(1',2'-ALKADIENESULPHINYL)-MORPHOLINES; PREPARATION AND HYDROLYTIC DESULPHINYLATION INTO THE CORRESPONDING ALKYNES
Baudin, Jean-Bernard,Julia, Sylvestre A.,Wang, Yuan
, p. 4965 - 4968 (2007/10/02)
By the reaction with 4-morpholinesulphenyl chloride carried out in the presence of triethylamine, several substituted propargylic alcohols have been converted into the corresponding allenic sulphinamides 2.As a complementary method, the new allenic lithio-derivatives II have been prepared and efficiently alkylated with organic halides.The acid-catalysed hydrolysis or deuterolysis of the title sulphinamides 2 provide the corresponding alkynes.
