Process for the synthesis of N-Substituted β-amino...

Details Process for the synthesis of N-Substituted β-amino... Process for the synthesis of N-Substituted β-amino...

2005-06-14

2005-06-14

Richter, Johann (Department: 1626)

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

Organic compounds

Nitriles

C558S431000, C558S452000

Reexamination Certificate

active

06906216

ABSTRACT:
The present invention comprises the simultaneous ring opening and concomitant N-substitution of various N-tosyl aziridines with different aliphatic and aromatic nitriles in presence of catalytic amount of metal triflates to afford different N-substituted β-amino nitriles in excellent yields and selectivities.

REFERENCES:
Farras et al., “beta-Amino Acids by Nucleophilic Ring-Opening of N-nosyl Aziridines”, Tetrahedron, Elsevier Science Publishers, Amsterdam, NL, vol. 57, No. 36, Sep. 3, 2001, pp. 7665-7674, XP004302830.
Yadav et al., “First Examples of C-arylation of Aziridines Catalzed by Indium Triflate”, Tetrahedron Letters, Elsevier Science Publishers, Amsterdam, NL, vol. 42, No. 45, Nov. 5, 2001, pp. 8067-8070, XP004309986.
Matthews et al., “Synthesis of Novel Sila-Substituted Beta-Amino Acids”, Tetrahedron Letters, Elsevier Science Publishers, Amsterdam, NL, vol. 43, No. 31, Jul. 29, 2002, pp. 5401-5404, XP004371605.
Matsubara et al., “Yb(CN)3-Catalyzed Reaction of Aziridines with Cyanotrimethylsilane”, Tetrahedron Letters, vol. 31, No. 44, 1990, pp. 6379-6380, XP002250042.

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