Author/Authors :
Downey، نويسنده , , C. Wade and Craciun، نويسنده , , Smaranda and Neferu، نويسنده , , Ana M. and Vivelo، نويسنده , , Christina A. and Mueller، نويسنده , , Carly J. and Southall، نويسنده , , Brian C. and Corsi، نويسنده , , Stephanie and Etchill، نويسنده , , Eric W. and Sault، نويسنده , , Ryan J.، نويسنده ,
Abstract :
β-Sulfonyl enoates may be synthesized through a one-pot two-step sequence from ethyl propiolate with good to excellent selectivity for the Z isomer. Trialkylamines catalyze thioconjugate additions of aryl thiols, and alkoxides catalyze the addition of aliphatic thiols. Addition of meta-chloroperbenzoic acid (mCPBA) and LiClO4 to the reaction mixture provides rapid access to the sulfonyl enoates. Yields of the pure Z isomer range from 51–90%.
Keywords :
conjugate addition , Sulfide oxidation , Enoate , Ynoate , Dienophile , Ethyl propiolate , One-pot reactions , thiol
