43008-76-0Relevant articles and documents
Highly Modular Synthesis of 1,2-Diketones via Multicomponent Coupling Reactions of Isocyanides as CO Equivalents
Dechert-Schmitt, Anne-Marie,Garnsey, Michelle R.,Wisniewska, Hanna M.,Murray, James I.,Lee, Taegyo,Kung, Daniel W.,Sach, Neal,Blackmond, Donna G.
, p. 4508 - 4515 (2019)
A one-pot, four-component Pd-catalyzed coupling has been developed for the synthesis of unsymmetrical 1,2-diketones from aryl halides and alkyl zincs employing tert-butyl isocyanide as a CO source. The intermediate 1,2-diketones have been elaborated to quinoxalines. Mechanistic studies help to rationalize the high selectivity for the bis- vs monoinsertion product.
Direct conversion of secondary propargyl alcohols into 1,3-di-arylpropanoneviaDBU promoted redox isomerization and palladium assisted chemoselective hydrogenation in a single pot operation
Bera, Mrinal K.,Chandra, Shubhadeep,De, Rimpa,Savarimuthu, S. Antony
, p. 17871 - 17877 (2021/10/12)
Palladium(ii)acetate is found to be an efficient catalyst for the single-step conversion of secondary propargyl alcohols to 1,3-diarylpropanone derivatives under mild basic conditions. The reaction is believed to proceedviaredox isomerisation of secondary propargyl alcohols followed by chemoselective reduction of an enone double bond with formic acid as an adequate hydrogen donor. A large number of 1,3-diarylpropanone derivatives may readily be prepared from a milligram to a multigram scale.
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
supporting information, p. 3373 - 3377 (2019/02/14)
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.