Process for the arylation of aza-heterocycles with activated...

Details Process for the arylation of aza-heterocycles with activated... Process for the arylation of aza-heterocycles with activated...

2005-08-23

2005-08-23

Davis, Brian (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C548S262800, C548S263200, C548S264800, C548S266800, C548S267200, C548S304400, C548S306400, C548S307400, C548S308100, C548S316400, C548S317100, C548S326500, C548S333500, C548S335100, C548S335500, C548S361100, C548S361500, C548S362100, C548S362500, C548S440000, C548S441000, C548S442000, C548S444000, C548S445000, C548S446000, C548S541000, C548S543000, C548S544000, C548S545000, C548S556000, C548S559000, C548S560000

Reexamination Certificate

active

06933390

ABSTRACT:
The invention concerns a process for the preparation of N-aryl-aza-heterocycles of the general formula Iby reaction of aza-heterocycles with activated aryl halides with use of caesium carbonate without addition of further catalysts at room temperature.

REFERENCES:
patent: 5977361 (1999-11-01), Hartwig et al.
PCT International Search Report, PCT/EP00/01574.
Lee et al., “Facile Synthesis of Alkyl Phenyl Ethers Using Cesium Carbonate”,Synthetic Communications, vol. 25, No. 9, 1995, pp. 1367-1370.
Dinsmore and Zartman, “Arylmethanesulfonates are Convenient Latent Phenols in the Nucleophilic Aromatic Substitution Reaction”,Tetrahedron Letters, vol. 40, No. 21, 1999, pp 3989-3990.
Wolfe and Buchwald, “Improved Functional Group Compatibility in the Palladium-Catalyzed Amination of Aryl Bromides”,Tetrahedron Letters, vol. 38, No. 36, 1997, pp 6359-6362.
Flessner and Doye, “Cesium Carbonate: A Powerful Inorganic Base in Organic Synthesis”,J. Prakt. Chem., vol. 341, No. 2, 1999, pp 186-190.
Gale and Wilshire, “The Preparation of Sole Polymethine Astrazon Dyes”,Aust. J. Chem., vol. 23, 1970, pp 1063-1068.
Stabler and Jahangir, “Preparation of N-Arylated Heterocycles by Nucleophilic Aromatic Substitution”,Synthetic Communications, vol. 24, No. 1, 1994, pp 123-129.
Smith and Sawyer, “A Novel and Selective Method for N-Arylation of Indoles Mediated by KF/AI2O3”,Tetrahedron Letters, vol. 37, No. 3, 1996, pp 299-302.
Mann et al., “Palladium-Catalyzed C-N(sp2) Bond Formation: N-Arylation of Aromatic and Unsaturated Nitrogen and the Reductive Elimination Chemistry of Palladium Azolyl and Methyleaneamido Complexes”,J. Am. Chem. Soc., vol. 120, No. 4, 1998, pp 827-828.
Maiorana et al., “Aromatic Nucleophilic Substitution on Haloarene Chromium Tricarbonyl Complexes: Nild N-Arylation of Indoles”,Synthesis, 1998, pp 735-738.
Park et al., “Synthesis and1H-nmr and N-Arylated Nitrogen-Containing Aromatic Heterocycles”,Bulletin of Korean Chemical Society, vol. 6, No. 3, 1985, pp 141-144.

Affiliated with

Also associated with

Rating

Process for the arylation of aza-heterocycles with activated... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the arylation of aza-heterocycles with activated..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the arylation of aza-heterocycles with activated... will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3521641