Answers are grounded in this paper and cite their sources.
Laboratory study demonstrates in situ generation of dichlorotriphenylphosphorane using iodobenzene dichloride for carboxylic acid functionalization, highlighting an efficient synthetic protocol.
A novel, in‐situ synthesis of dichlorotriphenylphosphorane (Ph3PCl2) is accomplished upon combining PPh3 and the easily prepared hypervalent iodine reagent iodobenzene dichloride (PhICl2). The phosphorane is selectively generated in the presence of carboxylic acid or alcohol residues to rapidly produce acyl chlorides and alkyl chlorides in high yields. Addition of EtOH, PhOH, BnOH, Et2NH or CH2N2 results in the direct synthesis of esters, amides and diazo ketones from carboxylic acids.
No takes yet. Share an insight, caveat, or question.
Carle et al. (2016) studied this question.
Synapse has enriched 10 related papers. Consider them for comparative context: