Sulfenyl special

Chlorolysis of the corresponding disulfanes is a favorable procedure for the preparation of aliphatic, aromatic, and heterocyclic sulfenyl chlorides under not too demanding conditions [low temperature mild chlorinating agents, such as SO2CI2 14) or CH3SCI3 (15)]. Perfluorinated sulfenyl chlorides can also be prepared by this procedure in special cases a mixture of CF3SSCF3 and chlorine reacts in a Pyrex Carius tube imder UV irradiation to form sulfenyl chloride in an equilibrium reaction 84) ... 

Entry 4 is a special type of sulfenylation agent. The sulfoxide fragments after O-acylation, generating a sulfenyl electrophile. 

A special synthesis of carbonimidoyl dichlorides involves the addition of the sulfenyl chloride CXL to an olefin. For example, CXL adds to cyclohexene to produce the carbonimidoyl dichloride CXLI in 80% yield ( ). 

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