Aleksey V. Shastin

Polyfluorinated Ethanes as Versatile Fluorinated C2-Building Blocks for Organic Synthesis

for Organic Synthesis Valentine G. Nenajdenko,*,†,§ Vasiliy M. Muzalevskiy,† and Aleksey V. Shastin†,‡ †Department of Chemistry, Moscow State University, Leninskie Gory, Moscow 119992, Russia ‡The Institute of Problems of Chemical Physics of the Russian Academy of Sciences (IPCP RAS), Chernogolovka, Moscow Region 142432, Russia A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences (INEOS RAS), 119991, GSP-1, Moscow, V-334, Vavilova St. 28, Russia

Fragmentation of Trifluoromethylated Alkenes and Acetylenes by N,N-Binucleophiles. Synthesis of Imidazolines or Imidazolidines (Oxazolidines) Controlled by Substituent

The reaction of beta-halogeno-beta-polyfluoromethylstyrenes with N,N- or N,O-binucleophiles leads to unexpected fragmentation products (imidazolines) or to heterocyclization giving CF(3)-substituted imidazolidines (N,N-) and oxazolidines (N,O-) depending on aryl substituent. The scope and the reaction mechanism are discussed.

The concerted mechanism of acylamidation. Syn-stereospecificity of the reaction.

Abstract The concerted mechanism for the new reaction of acylamidation of alkenes and alkynes is proposed on the basis of syn-stereospecifity observed and the study of the reagent structure.

Design and synthesis of a new family of fluorinated liquid crystals.

A convenient and simple three-step pathway to the new family of CF(2)CF(2)S-bridged alkanes and CF(2)S-, CF(2)O-bridged alkenes and alkynes was elaborated by using catalytic olefination reaction as a key step of the synthetic sequence. The obtained compounds revealed attractive liquid crystalline characteristics.