96249-84-2Relevant articles and documents
Metal Template ortho-Acylation of Phenols. Direct Synthesis of Salicylic Acid Chlorides and Derivatives
Sartori, Giovanni,Casnati, Giuseppe,Bigi, Franca,Bonini, Giovanni
, p. 763 - 766 (1988)
A direct synthesis of salicylic acid chlorides is achieved via "metal-driven" intracomplex acylation of bromomagnesium and aluminum phenoxides with phosgene.Salicylic acids 5 and some derivatives 6, 7 can be obtained by quenching the reaction mixture with convenient reagents.Moreover the reaction of lithium phenylacetylide with 3 provides a new convenient approach to ortho-hydroxyaryl alkynyl ketones like 8.The oriented complex 2, involving the metal phenoxide and phosgene is proposed to account for the ortho-regioselective control of the reaction.