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Site-Selective Pd-Catalysed Fujiwara-Moritani type Reaction of N,S-Heterocyclic Systems with Olefins
Dihydro-1,4-thiazine skeletons bearing olefin fragment at their alpha-position were prepared through a Pd(OAc)(2)-catalysed Fujiwara-Moritani type reaction via C-H alkenylation with olefins. This approach is selective, generalizable to a wide range of olefins and requires only 1 eq. of Ag2CO3 without the need of co-oxidant. The C-H bond activation proved to be strongly dependent on the olefin’s substitution while unfused dihydro-1,4-thiazines seemed to be affected by the oxidation state of the sulfur atom. The utility of olefins obtained was demonstrated by their implication in the dipolar cycloaddition reaction with a non-stabilized azomethine ylide.
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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem