Patent ID: 11952327
Assignee: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
Field: Organic fine chemistry (Chemistry)
Classification: CPC C | IPC C

Claim 18:
19. A γ-allyl Knoevenagel adduct or a quasi γ-allyl Knoevenagel adduct having a structure represented by a formula:, wherein x and y are independently 0 or 1;
wherein R1, R2, R2′, R3, R3′, R4, R4′, R5, R5′, R6, and R6′ are independently H, linear or branched C1 to C12 alkyl, linear or branched C2 to C12 alkenyl, linear or branched C2 to C12 alkynyl, linear or branched C4 to C12 alkadienyl, linear or branched C6 to C12 alkatrienyl, C3 to C8 cycloalkanyl, C3 to C8 cycloalkenyl, C1 to C12 alkoxy, phenoxy, acetoxy, or phenyl, wherein at least one of R2, R2′, R3, R3′, R4, R4′, R5, R5′, R6, and R6′ is present and is not H;
wherein one or more of R2 with R2′, R3 with R3′, R4 with R4′, R5 with R5′, and R6 with R6′ is optionally combined as carbonyl, ethylenyl, C3 to C8 cycloalkyl, C3 to C8 cycloalkenyl, —O(CH2)2O—, or —O(CH2)3O—;
wherein one or more of R2′ with R5′, R3′ with R4′, R4′ with R6′, and R5′ with R6′ is optionally combined as a π-bond or a π-bond with R2 with R5, R3 with R4, R4 with R6, and/or R5 with R6 combined as an aromatic ring, C5 or C6 cycloalkene, or C5 or C6 cycloalkadiene, and where each of R2, R3, R4, R5, and R6 is combined only once;
wherein one or more of R2 with R3, R2 with R4, R2 with R6, R3 with R5, R3 with R6, and R4 with R5 are optionally combined as a sigma bond, or C1 to C4 alkylene chain where one of the carbons is optionally replaced with an oxygen and where each of R2, R3, R4, R5, and R6 is combined only once; and/or wherein R4R4′C, R5R5′C or R6R6′C are optionally replaced with an oxygen; and wherein any of the previous said alkyl alkadienyl, alkatrienyl, cycloalkyl, cycloalkenyl, alkoxy, phenoxy, aromatic ring, and alkylene chain is optionally substituted with one or more C1 to C4 alkyl, C1 to C4 alkoxy, C3 to C6 cycloalkyl, C3 to C6 cycloalkenyl, phenyl, acetyl, or nitro groups; and
wherein R8 is H, phenyl or the oxygen of an oxo group, R9, R10, and R11 are independently CH2X, C1 to C12 alkyl, or phenyl, or wherein R9 and R10 are combined as a C5 or C6 cycloalkene or phenyl, wherein X is a leaving group selected from acetoxy, t-butyloxycarbonoxy, Cl, Br, I, trifluroacetoxy, or tosyl, wherein the C1 to C12 alkyl of R9-R11, the three previous phenyl, or C5 or C6 cycloalkene of R9 and R10 are optionally further substituted with one or more Br, Cl, I, C1 to C4 alkoxy, or where two adjacent carbons are substituted by methylenedioxy.