1338377-90-4Relevant articles and documents
Synthesis of 1-aryl-1-phenylpropenes using an alkylation-rearrangement- methylationisomerization one-pot reaction sequence
Mara, Nenad,Perdih, Franc,Koeevar, Marijan
experimental part, p. 904 - 909 (2012/04/04)
(Z/E)-1-(2-Methoxyaryl)-1-phenylpropenes have been prepared in good yields by heating a mixture of a phenolic substrate, cinnamyl chloride, tetramethylammonium chloride and K2CO3 in polyethyleneglycol at 180°C. The one-pot synthesis proceeds through four discrete reaction steps: alkylation of the phenol with cinnamyl chloride, Claisen rearrangement, O-methylation and double-bond migration. The configuration of one crystalline product was determined using a single-crystal X-ray diffraction analysis. The thermodynamic and structural features of the products were evaluated using computational chemistry techniques. Versita Sp. z o.o.