99293-85-3Relevant articles and documents
Microbiological Transformations, Part 6. Microbiological Transformations of Acyl Derivatives of Indoline, 1,2,3,4-Tetrahydroquinoline, 1,2,3,4-Tetrahydroisoquinoline and 2,3,4,5-Tetrahydro-1H-1-benzazepine with the Fungus Cunninghamella elegans
Crabb, Trevor,Soilleux, Stephanie L.
, p. 1381 - 1386 (2007/10/02)
Incubation of N-benzoyl and N-(p-toluoyl)indoline with Cunninghamella elegans resulted in reductive cleavage with the formation of indoline and the corresponding benzyl alcohol.N-Acetylindoline underwent normal benzylic hydroxylation ond open chain analogues of N-(p-toluoyl)indolines were hydroxylated at the aryl methyl group by C. elegans.The fungus effected benzylic oxidation at the 4-position on N-benzoyl-1,2,3-tetrahydroquinoline and in N-benzoyl-1,2,3,4-tetrahydroisoquinoline derivatives.N-(p-Toluoyl)-1,2,3,4-tetrahydroquinoline and N-(p-ethylbenzoyl)-1,2,3,4-tetrahydroisoquinoline were, however, hydroxylated at the alternative 4'-benzylic position.Incubation of N-(p-toluoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine with C. elegans gave 5-hydroxy-N-(p-toluoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine