Functionalization of acyl pyridinium salts

Details Functionalization of acyl pyridinium salts Functionalization of acyl pyridinium salts

1993-10-08

1995-09-26

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546156, 546147, 546168, 546298, 546314, 546328, C07D21180, C07D21514, C07D21706

Patent

active

054535093

ABSTRACT:
This invention relates to a method of preparation of 1,2-dihydropyridine compounds having the structure: ##STR1## which comprises reacting a compound having the structure: ##STR2## The reaction is performed under suitable reaction conditions and in an appropriate solvent so as to form the 1,2-dihydropyridine compound. In a similar manner 1,2-dihydroquinolines, dihydroisoquinolines, dihydropyridones, dihydroquinolones and dihydroisoquinolones may also be prepared. The invention is also directed to compounds prepared by this method.

REFERENCES:
Akiba, K. et al., "Addition of Trimethylsilyl Enol Ethers to Quinolinium Salts: A Facile Synthesis of Methyl 2-(2-Oxoalkyl)-1,2-Dihydroquinoline-1-Carboyxlates and Their Cyclization," Heterocycles (Jul. 1984), vol. 22, pp. 1519-1522.
Comins, D. L. et al., "Regioselective Substitution in Aromatic Six-Membered Nitrogen Heterocycles," in Advances in Heterocyclic Chemistry, Katritzky, A. R., editor; Academic Press, Inc.; New York (1988), vol. 44, pp. 199-267.
Courtois, G. et al., "Addition regioselective d'organometalliques alpha-insatures ou alpha-fonctionnels au chlorure de N-ethoxycarbonylpyridinium: synthese de dihydro-1,2 (ou-1,4)pyridines 2-(-ou 4-)substituees," Tetrahedron Letters (1985), vol. 26, No. 8, pp. 1027-1030.
Comins, D. L. et al., "Regioselective Addition of Titanium Enolates to 1-Acylpyridinium Salts. A Convenient Synthesis of 4-(2-Oxoalkyl) Pyridines" in Tetrahedron Letters (1984), vol. 25, No. 31, pp. 3297-3300.
Yamaguchi, R. et al., "Reaction of Allylic Tin Reagents with Nitrogen Heteroaromatics Activated by Alkyl Chloroformates: Regioselective Synthesis of alpha-Allylated 1,2-Dihydropyridines and Change of the Regioselectivity Depending on Methyl Substituents at the Allylic Moiety," in Journal of the American Chemical Society (1988), vol. 53, pp. 3507-3512.
Comins, D. L. et al., "Regioselective Addition of Grignard Reagents to 1-Acylpyridinium Salts. A Convenient Method for the Synthesis of 4-Alkyl(aryl)pyridines," Journal of Organic Chemistry (1982), vol. 47, pp. 4315-4319.
Akiba, K. et al., "A Convenient Method for the Regioselective Synthesis of 4-Alkyl (aryl)pyridines Using Pyridinium Salts," Bulletin of the Chemical Society of Japan (1984), vol. 57, pp. 1994-1999.
Zapata, A. and Acuna, C. A., "A Convenient Synthesis of alpha-Tributylstannyl Esters," Synthetic Communications (1984), vol. 14, pp. 27-32.

Affiliated with

Also associated with

Rating

Functionalization of acyl pyridinium salts does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Functionalization of acyl pyridinium salts, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Functionalization of acyl pyridinium salts will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1552588