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US 11,760,701 B2Granted
Difluoromethoxylation and trifluoromethoxylation compositions and methods for synthesizing same
AssigneeThe Research Foundation for the State University of New Yrok
InventorsMing-Yu Ngai, Weijia Zheng, Johnny Lee
Life of this patent
Estimating the term…
Abstract
The present invention provides a compound having the structure: a processing of making the compound; and a process of using the compound as a reagent for the difluoromethoxylation and trifluoromethoxylation of arenes or heteroarenes.
Claims20
A compound having the structure:
- Y1 is N or C—X1, Y2 is N or C—X2, Y3 is N or C—X3, Y4 is N or C—X4 and Y6 is N or C—X6,
- wherein X1, X2, X3, X4, and X6 are each, independently, —H, halogen, —CF3, —NO2, —SO2Me, —CN, —OCF3, —OCF2H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), —C(O)—R1, —C(O)—OR1, —C(O)—SR1, —OR1, —SR1, —NR1R2, or —C(O)—NR1R2,
- wherein R1 and R2 are each, independently, —H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), —C(O)—R3, —C(O)—OR3, —C(O)—NR4R5, —C(O)—SR3, —C(S)—R3, —C(S)—OR3, —C(S)—NR4R5, —C(S)—SR3, —C(NR5)—R3, —C(NR5)—OR3, —C(NR6)—NR4R5 or —C(NR6)—SR3,
- wherein R3, R4, R5 and R6 are each, independently, —H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl) or -(heteroaryl);
- Y5 is N or N+—X5,
- wherein X5 is —H, -alkyl, —C(O)-alkyl, —C(O)-aryl, —C(O)—heteroaryl, —C(O)—O-alkyl or —C(O)—O-aryl;
- X7 is CF3, CF2H, CFH2, perfluoroalkyl or polyfluoroalkyl;
- and
- Z is OTf, BF4, B(aryl)4, SbF6, PF6, halogen, —OS(O)2OR7, —OS(O)2—R7, ClO4 or —OP(O)(OR8)(OR9), wherein R7, R8, and R9 are each, independently, —H, -(alkyl), -(aryl), -(heteroaryl);
- wherein when Y6 is N, then Y5 is N+—X5 and Z− is present, or wherein
- when Y6 is C—X6, then Y5 is N and Z− is absent.
8 more elements
Dependencies are inferred from the claim text.