Substituted α-Sulfur Methyl Carbanions: Effective Homologating Agents for the Chemoselective Preparation of β-Oxo Thioethers from Weinreb Amides
The proper generation of α-thiomethyllithium reagents via reductive lithiation or deprotonation followed by reaction with variously functionalized Weinreb amides represents an excellent method to access β-oxo thioethers. The procedure is adaptable to alky
Rh/DuanPhos-Catalyzed Asymmetric Hydrogenation of β-Acetylamino Vinylsulfides: An Approach to Chiral β-Acetylamino Sulfides
Rh/DuanPhos-catalyzed asymmetric hydrogenation of challenging β-acetylamino vinylsulfides has been developed, affording chiral β-acetylamino sulfides with high yields and excellent ee's (up to 99% ee). This novel methodology provides an efficient and concise synthetic route to chiral β-acetylamino sulfides. The potential utility of this protocol in the synthesis of Apremilast has also been disclosed.
Gao, Wenchao,Lv, Hui,Zhang, Xumu
p. 2877 - 2880
(2017/06/07)
SYNTHESIS AND CONFORMATIONAL ANALYSIS OF 2-METHYLTHIO DERIVATIVES OF 1-(2-THIENYL)ETHANOL AND THEIR O-METHYL DERIVATIVES
The synthesis and conformational analysis of the title compounds are reported.The conformational properties of the 2-thienyl derivatives, deduced from 1H-nmr and ir data, are compared with those for 2-furyl analogs and the results have been interpreted taking into account the stronger (OH...Ring) intramolecular association in the 2-furyl derivatives.
Fernandez, I.,Llera, J. M.,Zorrilla, F.,Alcudia, F.
p. 291 - 301
(2007/10/02)
A CONVENIENT GENERAL ACCESS TO α-SULFENYLATED ACETOPHENONES AND ALKANONES
Friedel-Crafts acylation of arenes with methylthio- (1) or phenylthio-acetyl chloride (2) provides ready access to α-methylthio- or α-phenylthio-substituted acetophenones.The acyl chlorides 1 and 2 reacted also with organoaluminium reagents to give α-sulfenylated alkanones.