Method of amidocarbonylation reaction

Details Method of amidocarbonylation reaction Method of amidocarbonylation reaction

2005-03-10

2010-06-08

Sullivan, Daniel M (Department: 1621)

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

Organic compounds

Carboxylic acids and salts thereof

C562S553000

Reexamination Certificate

active

07732638

ABSTRACT:
A novel method of an amidocarbonylation reaction among an aldehyde compound, an amide compound, and carbon monoxide, which comprises using a palladium-supporting crosslinked-polymer composition containing palladium clusters having a major-axis length of 20 nm or shorter to conduct the amidocarbonylation reaction. Thus, an N-acyl-α-amino acid can be more efficiently and selectively synthesized in a dean reaction system. Also provided is a catalyst for use in the method.

REFERENCES:
patent: 6838585 (2005-01-01), Spivak
Akiyama et al., 689 J. Organomet. Chem., 3806-3809 (2004).
F.A. Dörwald, Side Reactions in Organic Synthesis, IX and 1-15 (2005).
Niu et al., 123 J. Am. Chem. Soc., 6840 (2001.
Okamoto et al., 127 J. Amer. Chem. Soc., 2125 (2005).
H. Wakamatsu et al., “Synthesis of N-Acyl Amino-acids by a Carbonylation Reaction”, J. Chem. Soc., Chem. Commun. 1540, 1971.
Matthias Beller et al., “Palladium-Catalyzed Amidocarbonylation—A New, Efficient Synthesis of N-Acyl Amino Acids”, Angew. Chem., Int. Ed., 36, pp. 1494-1496, 1997.
Takahiro Sagae et al., “Platinum-catalyzed Amidocarbonylation”, Chemistry Letters, vol. 32, No. 2, pp. 160-161, 2003.
Shü Kobayashi et al., “A Microencapsulated Lewis Acid. A New Type of Polymer-Supported Lewis Acid Catalyst of Wide Utility in Organic Synthesis”, J. Am. Chem. Soc., 120, pp. 2985-2986, 1998.
Satoshi Nagayama et al., “Microencapsulated Osmium Tetraoxide. A New Recoverable and Reusable Polymer-Supported Osmium Catalyst for Dihydroxylation of Olefins”, J. Org. Chem., 63, pp. 6094-6095, 1998.
Shü Kobayashi et al., “Catalytic Asymmetric Dihydroxylation of Olefins Using a Recoverable and Reusable Polymer-Supported Osmium Catalyst”, J. Am. Chem. Soc., 121, pp. 11229-11230, 1999.
Shü Kobayashi et al., Catalytic Asymmetric Dihydroxylation Using Phenoxyethomethyl-polystyrene (PEM)-Based Novel Microencapsulated Osmium Tetroxide (PEM-MC OsO4), Organic Letters, vol. 3, No. 17, pp. 2649-2652, 2001.
Ryo Akiyama et al., “Microencapsulated Palladium Catalysts: Allylic Substitution and Suzuki Coupling Using a Recoverable and Reusable Polymer-Supported Palladium Catalyst”, Angew. Chem., Int. Ed., 40, pp. 3469-3471, 2001.
Ryo Akiyama et al., “A Novel Polymer-Supported Arene-Ruthenium Complex for Ring-Closing Olefin Metathesis”, Angew. Chem., Int. Ed., 41, 2602-2604, 2002.
Shü Kobayashi et al., “Renaissance of immobilized catalysts. New types of polymer-supported catalysts, ‘microencapsulated catalysts’, which enable environmentally benign and powerful high-throughput organic synthesis”, Chem. Commun., pp. 449-460, 2003.
Ryo Akiyama et al., “The Polymer Incarcerated Method for the Preparation of Highly Active Heterogeneous Palladium Catalysts”, J. Am. Chem. Soc., 125, pp. 3412-3413, 2003.
Axel Jacobi von Wangelin et al., “Multicomponent Coupling Reactions for Organic Synthesis: Chemoselective Reactions with Amide—Aldehyde Mixtures”, Chem. Eur. J., 9, pp. 4286-4294, 2003.
Ryo Akiyama et al., “Development of Amidocarbonylation Using Polymer Incarcerated Palladium Catalyst”, CSJ: The Chemical Society of Japan Koen Yokoshu, vol. 84, No. 2, p. 1268, Mar. 11, 2004.

Affiliated with

Also associated with

Rating

Method of amidocarbonylation reaction does not yet have a rating. At this time, there are no reviews or comments for this patent.

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

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4162132