100258-36-4Relevant articles and documents
IONIC DENITROHYDROGENATION OF α-NITRO OR β-NITRO SULFIDES WITH TRIETHYLSILANE
Ono, Noboru,Hashimoto, Toshihiro,Jun, Tuo Xiao,Kaji, Aritsune
, p. 2277 - 2280 (1987)
The nitro groups of α-nitro or β-nitro sulfides are replaced by hydrogen on treatment with triethylsilane in the presence of Lewis acid.
Lewis Acid Induced Nucleophilic Substitution Reaction of β-Nitro Sulfides
Kamimura, Akio,Sasatani, Hiroyuki,Hashimoto, Toshihiro,Ono, Noboru
, p. 4998 - 5003 (2007/10/02)
The nitro group of β-nitro sulfides is readily substituted by an allyl or a cyano group or hydrogen on treatment with allyltrimethylsilane, cyanotrimethylsilane, or triethylsilane in the presence of an appropriate Lewis acid.The intramolecular Friedel-Cra
Reactions of Alkylmercurials with Heteroatom-Centered Acceptor Radicals
Russell, Glen A.,Ngoviwatchai, Preecha,Tashtoush, Hasan I.,Pla-Dalmau, Anna,Khanna, Rajive K.
, p. 3530 - 3538 (2007/10/02)
The relative reactivities of alkylmercury halides toward PhS., PhSe., or I. decrease drastically from R = tert-butyl to R = sec-alkyl to R = n-butyl, indicative that R. is formed in the rate-determining step in the attack of these radicals upon RHgCl.The alkyl radicals thus formed will enter into chain reactions in which a heteroatom-centered radical (A.) is regenerated from substrates such as RS-SR, ArSe-SeAr, ArTe-TeAr, PhSe-SO2Ar, Cl-SO2Ph; ZCH=CHA (A = Cl, I, SPh, SO2Ph); or PhCCHA (A = I, SPh, SO2Ph). β-Styrenyl (PhCH=CHA, Ph2C=CHA) and β-phenethynyl (PhCCA) systems with A = I, Br, SO2Ph also enter into chain reactions with mercury(II) salts with the ligands PhS, PhSe, PhSO2, or (EtO)2PO.The relative reactivities of a series of reagents toward t-Bu. and of PhCH=CHA, Ph2C=CHA, and PhCCA toward c-C6H11. are reported as well as the regioselectivity of t-Bu. attack observed for 1,2-disubstituted ethylenes (ZCH=CHA) with Z and A from the group Ph, Cl, Br, I, SO2Ph, SPh, Bu3Sn.Reactions of (E)- and (Z)-PhCH=CHI or MeO2CCH=CHI with t-Bu. or c-C6H11. occurred in a regioselective and stereospecific (retention) manner.Reactions of (E)- and (Z)-ClCH=CHCl occurred in a nonstereospecific manner in which the E/Z product ratio increased with the bulk of the attacking radical.A similar effect on the E/Z product ratios was observed for (Z)-MeO2CCH=CHCl.
