73509-05-4Relevant articles and documents
Reaction of 4-Chlorocoumarin with Organometallic Reagents. Synthesis of Trialkylbenzopyrans, 4-Chlorobenzopyrans, 4-Alkylcoumarins and o-Hydroxyphenylprop-2-ynyl Alcohols
Alberola, Angel,Calvo, Blanca,Ortega, Alfonso Gonzalez,Pedrosa, Rafael
, p. 3075 - 3080 (2007/10/02)
4-Chlorocoumarin has been shown to be a highly versatile starting material when treated with organometallic reagents.Thus, it has allowed the selective synthesis either directly, or through simple additional transformations, of 4-alkylcoumarins (with R2CuLi in Et2O, or PriMgBr in THF), 2-chloro-2-(o-hydroxyphenyl)allyl alcohols or their 4-chloro-2H-1-benzopyran derivatives (with RMgX in THF), 2-(o-hydroxyphenyl)prop-2-ynyl alcohols (when non-acid hydrolysis were used in the latter reactions) and 2,2,4-trialkyl-2H-1-benzopyrans (when excess of RMgX or R3Al reagents were used).