Ian F. Cottrell

A Facile Synthesis of Substituted Phenylglycines

Abstract A convenient scaleable process for the preparation of substituted phenylglycines 2 by a modified Strecker reaction is described. Bisulfite-mediated addition of benzylamine and cyanide anion to substituted benzaldehydes 3 gave the aminonitriles 4 which were hydrolysed in two steps to the N-protected amino acid 1. Debenzylation using catalytic transfer hydrogenation gave the title compounds in good yield.

A Practical Synthesis of Lithium 3-Fluoropyridine-2-carboxylate

Abstract A practical and efficient method for the preparation of lithium 3-fluoropyridine-2-carboxylate as well as its four regioisomer is described. 3-Fluoropyridine can be regioselectively lithiated on C-2 or C-4 depending on the reaction conditions. A quench procedure with carbon dioxide was developed which conveniently provides the lithium carboxylate in high yield and purity.