The 85th Meeting of the Israel Chemical Society

Photoredox of gem-diborylalkenes: Novel reactivity toward 1,1-bisborylalkanes diversity

Nadim Eghbarieh Nivesh Kumar Ahmad Masarwa
Organic Chemistry, The Hebrew University of Jerusalim, Jerusalem, Israel

The introduction of gem-diborylalkenes [1] as light-labile substrates are explored for the first time. This method provides an efficient and general method for the photochemistry reaction of gem-diborylalkenes to a rabidly access of 1,1-bisborylalkanes.[2] This method is based on a novel photoredox decarboxylative radical addition[3] to gem-diborylalkenes which undergoes through the unprecedented formation of α-gemdiboryl carbon-centred radicl. Remarkably, the reaction offers a highly modular and regioselective approach to synthesize γ-amino gem-diborylalkanesMoreover, this methodology can serve as an end point late-stage diversification and as a site for subsequent functionalization of simple organic molecules, natural compounds, and bioactive molecules.

  1. Royes; A. B. Cuenca; E. Fernández Eur. J. Org. Chem. 2018, 2728.
  2. Nallagonda; K. Padala; A. Masarwa Org. Biomol. Chem. 2018, 16, 1050.
  3. Noble; R. S. Mega; D. Pflӓsterer; E. L. Myers; V. K. Aggrawal Angew. Chem. Int. Ed. 2018, 57, 2155.








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