title: Expanding the Potential of Heteroaryl Vinyl Sulfones.
abstract: The easily available vinyl sulfone 3 showed great potential for new applications in several fields such as organic synthesis and bioconjugate formation. This was demonstrated by performing a systematic assessment of its reactivity in Michael, radical, and cycloaddition reactions. Heteroaryl vinyl sulfone 3 presented excellent output in terms of reactivity and selectivity, proving superior to phenyl vinyl sulfone 1 and with clear advantages over bis-sulfone 2. This behavior might be due to the conformational and orbital control exerted by the tetrazole unit according to DFT calculations. Moreover, some alternative transformations to the Julia-Kocienski olefination on the obtained products are also described.
authors: Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
authors: Eduardo
authors: E
authors: Rodrigo
authors: Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
authors: Inés
authors: I
authors: Alonso
authors: Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
authors: José Luis
authors: JL
authors: García Ruano
authors: Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
authors: M Belén
authors: MB
authors: Cid