ChemInform Abstract: Pd‐Tetrahydrosalan‐Type Complexes as Catalysts for Sonogashira Couplings in Water: Efficient Greening of the Procedure.

Abstract

Procedure. -The reaction is performed with equimolar amounts of aryl iodide and terminal alkyne leading to full conversion upon sufficiently long reaction times and without a copper catalyst. Replacement of triethylamine by the greener base KOH succeeds in the presence of the surfactant sodium dodecylsulfate. Neither isolation nor purification of the products requires use of organic solvents, but simple filtration. The catalyst is recycled and reused for preparative-scale processes, which require longer reaction times from run to run to achieve equal activity. The non-optimized process (excess of alkyne and use of organic solvents) is also performed using aryl bromides or chlorides instead of aryl iodides with moderate to good yields. -(VORONOVA*, K.; HOMOLYA, L.; UDVARDY, A.; BENYEI, A. C.; JOO, F.; ChemSusChem 7 (2014) 8, 2230-2239, http://dx.