New heterocyclylalkoxy-substituted benzoyl ketone derivatives are herbicides useful as defoliants, desiccants and especially weedkillers

摘要

Heterocyclylalkoxy-substituted benzoyl ketones are new. The heterocyclylalkoxy-substituted benzoyl ketones are compounds of formula (I) and their tautomers and salts: n = 0-2; A = alkanediyl; R<1> = group of formula (a)-(d): m = 0-6; R<5> = halo, or alkyl, alkyl-S- or aryl (each optionally substituted); or two R<5>'s together = alkanediyl; R<6> = OH, OCHO, halo, or alkyl-O-, alkyl-S-, alkyl-SO-, alkyl-SO2-, alkyl-CO-O-, alkyl-O-CO-O-, alkyl-NH-CO-O-, alkyl-SO2-O-, alkenyl-O-, alkynyl-O-, aryl-O-, aryl-S-, aryl-SO-, aryl-SO2-, aryl-CO-O-, aryl-CO-alkyl-O-, aryl-SO2O-, aralkyl-O-, aralkyl-S-, aralkyl-SO- or aralkyl-SO2- (each optionally substituted); R<7> = H; CN; CONH2; CSNH2; halo; or alkyl, alkyl-O-, alkyl-S-, alkyl-SO-, alkyl-SO2-, alkyl-O-CO- or cycloalkyl (each optionally substituted); R<8> = H; or alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl or aralkyl (each optionally substituted); R<9> = OH; OCHO; or alkyl-O-, alkyl-CO-O, alkyl-O-CO-O-, alkyl-NH-CO-O-, alkyl-SO2-O-, alkenyl-O-, alkynyl-O-, aralkyl-O-, aryl-CO-O-, aryl-CO-alkyl-O- or aryl-SO2-O- (each optionally substituted); R<10> = H; CN; CONH2; CSNH2; halo; or alkyl, alkyl-CO, alkyl-O-, alkyl-O-CO-, alkyl-S-, alkyl-SO- or alkyl-SO2- (each optionally substituted); R<11> and R<12> = H; or alkyl or cycloalkyl (each optionally substituted); R<13> = H; CN; CONH2; halo; or alkyl, alkyl-O-, alkyl-O-CO-, alkyl-S-, alkyl-SO- or alkyl-SO2- (each optionally substituted); R<2> = H; NO2; CN; COOH; CONH2; CSNH2; halo; or alkyl, alkyl-O-, alkyl-S-, alkyl-SO-, alkyl-SO2-, alkyl-NH-, (alkyl)2N- or (alkyl)2N-SO2- (each optionally substituted); R<3> = any R<2> value except H; and R<4> = optionally substituted 4-12 membered, saturated or unsaturated, mono- or bicyclic, heterocycle containing 1-4 hetero atoms (up to 4 N and/or 1 or 2 O, S, SO or SO2) and optionally 1-3 oxo or thioxo groups. Independent claims are also included for: (1) the preparation of compounds (I); (2) heterocyclylalkoxy-substituted benzoic acids of formula (II) and their reactive derivatives; and (3) the preparation of compounds (II).