Selective preparation of (hetero)aromatic aldehyde or ketone comprises converting alcohol using mediator and oxidising agent

摘要

Preparation of (hetero)aromatic aldehydes or ketones of formula (I) comprises converting a corresponding alcohol of formula (II) using a mediator (III) comprising an aliphatic, cycloaliphatic, heterocyclic or aromatic compound containing NO, NOH or H-N(R)-OH (R is not defined) and an oxidising agent (IV). R1COR2 (I) R1R2CHOH (II) R1 = (hetero)aromatic ring or ring system having up to 6 rings and up to 20C (optionally replaced by O, S or N) or anthraquinonyl (optionally substituted by 1-6 Q; Q = OH, (cyclo)alkyl, alkoxy or alkylthio (or two adjacent substituents may be linked via CH2 to form a 5-7 membered ring), NH2, alkylamino, dialkylamino, CN, NO2, halo, COOH, SO3H, CHO, OCONH2, CONH2, NHCONH2, Q1OCO, Q1COO, Q1CO, Q1NHCO, Q1NHCONH, (Q1)2NCO, Q1CONH, Q2OSO2, Q2NHSO2, (Q2)2NSO2, Ph', CH(Ph')2, Ph'-CH=CH, Ph'-N=N, Ph'-N=CH, Ph'-CH=N, Ph'O, Ph'NH, Ph'OCO, Ph'CO, Ph'NHCO, Ph'CONH, Ph'NHCONH, Ph'OSO2 or Ph'NHSO2; Ph' = phenyl (optionally substituted by 1-5 Q3); Q3 = Q, except that the Ph' moieties are replaced by unsubstituted phenyl moieties; Q1 = 1-12C linear, branched or cyclic group; Q2 = 1-12C linear or branched group; R2 = H or (cyclo)alkyl (with one or more CH2 groups optionally replaced by CH=CH, CHOH, CO, O, S, NH or N(alkyl)); and alkyl moieties have 1-12C.