Fluorinated phosphonates: synthesis and biomedical application.

Fluorine in Peptide Design and Protein Engineering

Cyclic sulfides in organic synthesis

Syntheses of optically active trifluoromethylated amines via ring-opening reactions of optically active N-benzyl-2-trifluoromethylaziridine were achieved. Proton-catalyzed ring-opening reactions of the 2-trifluoromethylaziridine proceeded very smoothly, while the compound was found to be inert toward nucleophiles; thus, the trifluoromethylaziridine itself cannot be ring-opened by nitrogen or carbon nucleophiles. The N-alkylated aziridinium ion of trifluoromethylaziridine was highly reactive to undergo smooth ring-opening by nitrogen and carbon nucleophiles.

General Syntheses of Optically Active α-Trifluoromethylated Amines via Ring-Opening Reactions of N-Benzyl-2-trifluoromethylaziridine

The Chemistry of Highly Fluorinated Carbocations.

Data appearing in the last ten years have been correlated for the methods of synthesis of fluorine-containing imines, their reactions with N-, O-, S-, P- and C-nucleophiles, with aromatic and heteroaromatic π-donors and in cycloaddition and cyclocondensation processes involving these compounds. The principal theoretical ideas on the reactivity of fluorine-containing ketimines are discussed. The bibliography includes 132 references.

Fluorine-containing ketimines

The literature data on the reactions of peroxydisulphuryl difluoride and halogenofluorosulphates with various classes of organic compounds and on the methods of synthesis and properties of the above reagents are surveyed and described systematically. Attention is concentrated on the possibility of selective reactions which apparently predetermine the subsequent extensive employment of peroxydisulphuryl difluoride and halogen fluorosulphates for synthetic purposes. The bibliography includes 226 references.

https://iopscience.iop.org/article/10.1070/RC1982v051n08ABEH002903/pdf

Reactions of Peroxydisulphuryl Difluoride and Halogen Fluorosulphates with Organic Compounds

Data concerning the methods of synthesis of thiirans, their reactions with nucleophiles and electrophiles, as well as their desulphurisation and homolytic reactions and their behaviour in cycloaddition reactions are surveyed. The bibliography includes 285 references.

New advances in the chemistry of thiirans

The available information about the reactions of epithio-compounds with nucleophilic and electrophilic agents, about the homolytic reactions of alkene sulphides, and about reactions leading to the elimination of sulphur with formation of alkenes is examined, the mechanisms of the opening of thiiran rings are discussed, and the comparative characteristics of the reactivities of O- and S-heteroanalogues of cyclopropane compounds are given. The bibliography includes 276 references.

The Reactivity of Epithio-compounds

The data presented in the review confirm the earlier results concerning a structural similarity between the two-carbon skeleton of the thiiran ring and the double bond of alkenes. The available data on the syntheses and structures of thiirans and alkene episulphoxides and episulphones are treated systematically. The methods for the formation of the thiiran ring are classified and synthetic procedures based on homolytic, anionotropic, and cationotropic closure of thiiran rings and on thiiran reactions occurring without the opening of the ring are discussed. The bibliography includes 236 references.

A. V. Fokin

Papers

Fluorine-containing ketimines

Reactions of Peroxydisulphuryl Difluoride and Halogen Fluorosulphates with Organic Compounds

New advances in the chemistry of thiirans

The Reactivity of Epithio-compounds

The Structure and Methods of Synthesis of Thiirans