Facile synthesis of α-alkoxymethyltriphenylphosphonium iodides: new application of PPh3/I2

Abstract

An efficient one pot method for the synthesis of α-alkoxymethylphosphonium iodides is developed by using PPh3/I2 combination at room temperature. Reaction conditions are found general to synthesize wide range of structurally variant alkoxymethylphosphonium iodides in high yield (70–91%). These new functionalized phosphonium salts are further used in stereoselective synthesis of vinyl ethers as well as in carbon homologation of aldehydes.Electronic supplementary materialThe online version of this article (10.1186/s13065-018-0421-6) contains supplementary material, which is available to authorized users.

Facile Efficient Synthesis of New Alkoxymethylphosphonium Tetrafluoroborates; Valuable Alternative to Their Halide Analogues

“…To study the substrate scope, structurally variant bisalkoxymethanes (1b-e) were synthesized by reported method [39,40]. The optimized reaction conditions were found equally effective for primary, secondary and even tertiary alkoxy groups (Table 2).…”