Synthese und oxidation von 7-trifluormethylthiocycloheptatrien

Synthetic Methods for Compounds Having CF3–S Units on Carbon by Trifluoromethylation, Trifluoromethylthiolation, Triflylation, and Related Reactions

“…The reaction of alkynyl bromide and CuSCF 3 gave the trifluoromethanesulfenylated products in low yields (eq a, Scheme 64). 127 In 2012, Billard and co-workers reported the synthesis of alkynyl trifluoromethyl sulfides from terminal alkynes by deprotonation with butyllithium and then a reaction with their reagent (eq b, Scheme 64). 55 One year later, they reported a modified method by base-catalyzed electrophilic trifluoromethylthiolation of terminal alkynes using their reagent.…”

“…Compared to electrophilic allylic trifluoromethanesulfenylation, the nucleophilic process has received more attention (Scheme ). ,,,,− Different nucleophilic trifluoromethanesulfenylation reagents were widely used in the substitution reaction of benzyl halides (eqs a–d, Scheme ), ,,, allyl halides (eq e, Scheme ), ,, and propargyl bromide (eq f, Scheme ). , In all cases, good yields of the desired products were obtained.…”

“…Alkynyl trifluoromethyl sulfides can be prepared either from alkynyl bromide or terminal alkynes (Scheme ). The reaction of alkynyl bromide and CuSCF 3 gave the trifluoromethanesulfenylated products in low yields (eq a, Scheme ) . In 2012, Billard and co-workers reported the synthesis of alkynyl trifluoromethyl sulfides from terminal alkynes by deprotonation with butyllithium and then a reaction with their reagent (eq b, Scheme ) .…”

Synthesis of Alkynyl Sulfides: Alkynyl Trifluoromethyl Sulfides and Thiocyanates

“…[28] Alkynyl trifluoromethyl sulfides are also sought-after because they could be applied as useful building moieties in the manufacture of functional organic frameworks. [29] The most efficient and convenient method for synthesis of alkynyl trifluoromethyl sulfides is the construction of C(sp)À SCF 3 bond by suitable trifluoromethylthiolating reagents such as CuSCF 3 , [30] R 1 R 2 NSCF 3 , [31] ROSCF 3 , [32] TMSCF 3 /S 8 , [33] etc.…”