69520-19-0Relevant academic research and scientific papers
C?C Bond Formation of Benzyl Alcohols and Alkynes Using a Catalytic Amount of KOtBu: Unusual Regioselectivity through a Radical Mechanism
Kumar, Amit,Janes, Trevor,Chakraborty, Subrata,Daw, Prosenjit,von Wolff, Niklas,Carmieli, Raanan,Diskin-Posner, Yael,Milstein, David
, p. 3373 - 3377 (2019)
We report a C?C bond-forming reaction between benzyl alcohols and alkynes in the presence of a catalytic amount of KOtBu to form α-alkylated ketones in which the C=O group is located on the side derived from the alcohol. The reaction proceeds under thermal conditions (125 °C) and produces no waste, making the reaction highly atom efficient, environmentally benign, and sustainable. Based on our mechanistic investigations, we propose that the reaction proceeds through radical pathways.
