39201-33-7Relevant articles and documents
Preparation of lactams from aliphatic α, ω-dinitriles
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, (2008/06/13)
A process for the preparation of five-membered or six-membered ring lactams from aliphatic α,ω-dinitriles has been developed. In the process an aliphatic α,ω-dinitrile is first converted to an ammonium salt of an ω-nitrile-carboxylic acid in aqueous solution using a catalyst having an aliphatic nitrilase (EC 3.5.5.7) activity, or a combination of nitrile hydratase (EC 4.2.1.84) and arnidase (EC 3.5.1.4) activities. The ammonium salt of the ω-nitrilecarboxylic acid is then converted directly to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate ω-nitrilecarboxylic acid or ω-aminocarboxylic acid. When the aliphatic α,ω-dinitrile is also unsymmetrically substituted at the α-carbon atom, the nitrilase produces the ω-nitrilecarboxylic acid ammonium salt resulting from hydrolysis of the ω-nitrile group with greater than 98% regioselectivity, thereby producing only one of the two possible lactam products during the subsequent hydrogenation. A heat-treatment process to select for desirable regioselective nitrilase or nitrile hydratase activities while destroying undesirable activities is also provided.
BACTERIA IN ORGANIC SYNTHESIS: SELECTIVE CONVERSION OF 1,3-DICYANOBENZENE INTO 3-CYANOBENZOIC ACID
Bengis-Garber, Carmela,Gutman, Arie L.
, p. 2589 - 2590 (2007/10/02)
Suspensions of Rhodococcus rhodochrous NCIB 11,216 catalyse hydrolysis of dinitriles into cyanocarboxylic acids under mild conditions.This bioconversion was used for the highly selective synthesis of 3-cyanobenzoic acid from 1,3-dicyanobenzene.
Ag+-CATALYZED OXIDATION OF ALKANAL CYANOHYDRINS BY PEROXYDISULFATE
Ogibin, Yu. N.,Velibekova, D. S.,Katsin, M. I.,Troyanskii, E. I.,Nikishin, G. I.
, p. 1511 - 1515 (2007/10/02)
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