Organic Letters · 2009 · 144 citations · 48 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCross-coupling ReactionsHeterocycle SynthesisMacrocycle SynthesisOrganic SynthesisOrganometallic SynthesisAlkylation ReactionsAsymmetric Heterocycle SynthesisChiral Product SynthesisCross-coupling CatalysisTransition Metal-catalyzed SynthesisTransition-metal-catalyzed Heterocycle Synthesis
CuI/l-proline catalyzed coupling of 2-bromobenzamides and terminal alkynes in i-PrOH (or DMF and DMSO) at 85-110 degrees C and subsequent additive cyclization produces substituted 3-methyleneisoindolin-1-ones. Variation of N-substituents, aromatic ring, and methylene part is possible by using suitable starting materials.
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