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of typical Sommelet Hauser rearrangement that involves aryl
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Scheme 6. Plausible mechanism.
In conclusion, we have successfully demonstrated an efficient
rhodium catalyzed Sommelet Hauser type rearrangement of
sulfur-ylide derived from α-thioesters and N-sulfonyl-1,2,3-
triazoles for the synthesis of functionalized enamides. The
present methodology is applicable for the wide range of α-
thioesters and N-sulfonyl-1,2,3-triazoles and offers a method
for the synthesis of N,N-disubstituted enamides in good yield.
The developed reaction involves an unprecedented Sommelet
Hauser type rearrangement involving imine moiety instead of
typical aryl group. Furthermore, the one-pot synthesis of
enamide from terminal alkyne was also successfully
demonstrated to showcase the synthetic potential.
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