Propylphosphonic Anhydride (T3P®): A Remarkably Efficient Reagent for the One-Pot Transformation of Aromatic, Heteroaromatic, and Aliphatic Aldehydes to Nitriles

Abstract

Propylphosphonic anhydride has been demonstrated to be an efficient reagent for the transformation of aromatic, heteroaromatic, and aliphatic aldehydes to respective nitriles in excellent yields. This procedure offers simple and one-pot access to nitriles and highlights the synthetic utility of T3P ® as a versatile reagent in organic chemistry.

Cyanation of Aryl and Heteroaryl Aldehydes Using In‐Situ‐Synthesized Ag Nanoparticles in Crocus sativus L. Extract

“…There are significant number of reports on the cyanation of aryl aldehydes for the synthesis of aryl nitriles in the presence of the toxic, explosive and expensive reagents and organic solvents . Therefore, it is very important to develop simple and green methods for the synthesis of aryl nitriles from cheap and non‐toxic materials inside the green media.…”

Synthesis of Simplified Halogenated Chondramide Derivatives with Strong Cytostatic Properties

“…However, allyl ester cleavage did not cause any problem. Subsequently, the N ‐Boc‐protecting group was removed at –20 °C and the deprotected peptide ester was cyclized by using T3P26 and diisopropylethylamine under high dilution conditions. On this stage the stereoisomers could easily be separated and desired peptides 17 were obtained in enantiomerically pure form in acceptable yield.…”

Improved Schmidt Conversion of Aldehydes to Nitriles Using Azidotrimethylsilane in 1,1,1,3,3,3-Hexafluoro-2-propanol

“…Major drawbacks for most of these processes are the use of stoichiometric to excess amounts of toxic cyanide source, generation of heavy metal waste, requirement of relatively high temperatures (often >100 °C), long reaction times, or the requirement of a reactive aryl halide source (aryl iodides and bromides are generally preferred) [14,24]. Recently, other approaches, such as the dehydration of primary amides [25,26,27,28] or aldoximes [29,30,31,32], and one pot synthesis from aldehydes [33,34,35,36,37,38,39,40,41,42,43] have gained particular attention in lieu of directly attaching the nitrile group. However, harsh reaction conditions, high temperatures, and functional groups intolerance are some of the problems still associated with these recent methods.…”