179071-53-5Relevant articles and documents
Synthesis of 2 h-chromenes via hydrazine-catalyzed ring-closing carbonyl-olefin metathesis
Jermaks, Janis,Lambert, Tristan H.,Macmillan, Samantha N.,Zhang, Yunfei
, p. 9259 - 9264 (2019/10/08)
The catalytic ring-closing carbonyl-olefin metathesis (RCCOM) of O-Allyl salicylaldehydes to form 2H-chromenes is described. The method utilizes a [2.2.1]-bicyclic hydrazine catalyst and operates via a [3 + 2]/retro-[3 + 2] metathesis manifold. The nature of the allyl substitution pattern was found to be crucial, with sterically demanding groups such as adamantylidene or diethylidene offering optimal outcomes. A survey of substrate scope is shown along with a discussion of mechanism supported by DFT calculations. Steric pressure arising from syn-pentane minimization of the diethylidene moiety is proposed to facilitate cycloreversion.
3-(benzofuran-7-yl)-6-haloalkyluracils
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, (2008/06/13)
Herbicidal 3-(benzofuran-7-yl)-6-haloalkyluracils of the formula STR1 in which M is fluoroalkyl (C1-6); D is hydrogen, alkyl (C1-6), or alkoxy(C1-6)-carbonyl; E is hydrogen or alkyl (C1-6), or D and E taken together are --CH2 CH2 --; R is hydrogen, amino, alkyl (C1-6), 2-alkenyl (C3-6), 2-alkynyl (C3-6), alkoxy(C1-6)methyl, benzyl, amino, fluoroalkyl (C1-6), alkoxy (C1-6)-carbonylmethyl; or cyanoalkyl (C1-6) having preferably one cyano group; X is hydrogen, fluorine, chlorine, bromine, cyano, alkyl(C1-6), haloalkyl(C1-6), haloalkoxy(C1-6), or alkoxy(C1-6); Y is hydrogen, alkyl (C1-6), fluorine, chlorine, or bromine; and Z is CH2, C=O, C=S, --CH(OH)--, --CH2 CH2 --, --CH=CH--, --(C=O)CH2 --; or C=N--O--R' wherein R' is alkyl(C1-6).
