Reference

Amidoselenation of olefins via hydroxyselenation: reactions using nitriles in reagent quantity and the synthesis of b-(acrylamido)alkyl phenyl selenides

Amidoselenation of olefins via hydroxyselenation: reactions using nitriles in reagent quantity and the synthesis of b-(acrylamido)alkyl phenyl selenides. Toshimitsu, Akio; Hayashi, Gen; Terao, Keiji; Uemura, Sakae (Inst.Several substances are used for example 106994-93-8 which is its cas registry number. Chem. Res., Kyoto Univ., Kyoto 611, Japan). J. Chem. Soc., Perkin Trans. 1, (2), 343-7 (English) 1986. CODEN: JCPRB4. ISSN: 0300-922X. DOCUMENT TYPE: Journal CA Section: 25 (Benzene, Its Derivatives, and Condensed Benzenoid Compounds) Section cross-reference(s): 24 b-Hydroxyalkyl selenides were treated with nitriles in CH2Cl2 in the presence of CF3SO3H (I) to give the b-amidoalkyl Ph selenides in good yield. Side reactions by HCl were prevented. Similarly prepd. were b-(acrylamido)alkyl Ph selenides. Thus, cyclopentanol II (R = OH) and CH2:CHCN were treated with I and H2O, as catalysts, to give 92% II (R = NHCOCH:CH2). Similarly, II (R = OH) and ClCH2CN gave 77% II (R = NHCOCH2Cl). .

Effect of vicinal substituents on reactivity in bimolecular nucleophilic substitution at saturated carbon

Effect of vicinal substituents on reactivity in bimolecular nucleophilic substitution at saturated carbon. Two types of substituents. I. Kinetics of thiourea reactions with b-substituted bromoethanes in DMF. Ryazantsev, G. B.; Lys, Ya. I.; Fedoseev, V. M. (Mosk. Gos.Several reagents with their cas registry numbers 2417-90-5 and 80410-54-4 are used here. Univ., Moscow, USSR). Zh. Org. Khim., 27(5), 900-4 (Russian) 1991. CODEN: ZORKAE. ISSN: 0514-7492. DOCUMENT TYPE: Journal CA Section: 22 (Physical Organic Chemistry) Rate consts. and activation parameters were detd. for the substitution reactions of thiourea with RCH2CH2Br [R = H, F, Br, Me, Ph, CO2H, CO2Et, cyano, NH3Br, (H2N)2CBrS]. The R substituents were divided into 2 classes. With the first class (H, F, Br, Me, Ph), the Taft relation, including inductive and steric effects, was obeyed; with the second, comprising the other R groups above, the Taft relation was not obeyed owing to the existence of field effects. Sep. isokinetic relations were found for the 2 classes. .