Selective oxidn. of hydroxy gps. using bismuth oxidising agent - in presence of base to give aldehyde(s) and ketone(s) having unsatd. gps. etc. pref. agent is bis tri:phenyl bismuth oxide di:chloride

摘要

Process for selective oxidn. of hydroxy gps. of prim. or sec. alcohols, which are unsatd. and/or have a functional gp. other than the OH gp., or a alpha-glycol to obtain the corresp. aldehyde or ketone comprises (a) oxidising the alcohol in liq. phase using an oxidising agent of formula RRRBiMXCl in presence of base and (b) isolation of the obtd. aldehyde or ketone. In (I) R is alkyl, aryl or aralkyl (all opt. substd.); X is a readily an ionisable gp.; and M is a readily an ionisable gp. (other than OH) or (R)3Bi(X)-O-. Cpds. (I) are oxidising agents. Prepn. of aldehydes and ketones from alcohols having unsatd. gps. of other functional gps. (e.g. thiol or amine) which are oxidised or affected by usual oxidn. agents is possible. alpha-Glycols are oxidised to form two aldehydes (not a diketone) by scission of the C-C glycol bond. The process may be used to oxidise the OH gps. of satd. alkanols but has no partic. advantage over known processes; the present process has other functional gps.