The current methodology reveals a green and proficient electro-oxidative tandem selenocyclization of thioallyl benzoimidazoles manufacturing selenylated dihydro-benzoimidazo-thiazine derivatives. Both C-Se and C-N bond formation were achieved via this mild protocol which exhibits good functional group tolerability affording an extensive range of substrate scope up to 96% isolated yields. Complete control over the regioselective formation of the six-membered heterocycle and stereoselective construction of the contiguous stereocenters was established. The practical electrochemical method operates in an undivided cell at ambient temperature without using any metal and external chemical oxidant.

Download full-text PDF

Source
http://dx.doi.org/10.1002/asia.202101033DOI Listing

Publication Analysis

Top Keywords

selenocyclization thioallyl
8
thioallyl benzoimidazoles
8
highly diastereoselective
4
diastereoselective synthesis
4
synthesis dihydro-benzoimidazo-[13]-thiazines
4
dihydro-benzoimidazo-[13]-thiazines electro-oxidative
4
electro-oxidative selenocyclization
4
benzoimidazoles current
4
current methodology
4
methodology reveals
4

Similar Publications

The current methodology reveals a green and proficient electro-oxidative tandem selenocyclization of thioallyl benzoimidazoles manufacturing selenylated dihydro-benzoimidazo-thiazine derivatives. Both C-Se and C-N bond formation were achieved via this mild protocol which exhibits good functional group tolerability affording an extensive range of substrate scope up to 96% isolated yields. Complete control over the regioselective formation of the six-membered heterocycle and stereoselective construction of the contiguous stereocenters was established.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!