99293-77-3Relevant academic research and scientific papers
Rhodium-catalyzed direct C7 alkynylation of indolines
Jin, Ning,Pan, Changduo,Zhang, Honglin,Xu, Pan,Cheng, Yixiang,Zhu, Chengjian
supporting information, p. 1149 - 1153 (2015/04/22)
An efficient rhodium(III)-catalyzed direct C7 alkynylation of indoline C-H bonds with the alkynylated hypervalent iodine reagents has been developed. This reaction proceeds smoothly under mild conditions over a wide structural scope with high site-selectivity and excellent functional-group tolerance. N-Acetyl as well as other N-acyls served as effective directing groups (DG). This procedure allows for the synthesis of a variety of 7-alkynyl-substituted indolines in good to excellent yield. More significantly, C7-alkynylated indoles through further transformations have been successfully accessed.
Unexpected synthesis of N-Acyl indolines via a consecutive cyclization of iminophosphorane
Li, Wen-Jing,Zhao, Fen-Fen,Ding, Ming-Wu
, p. 265 - 267 (2011/03/20)
N-Acyl indolines were obtained unexpectedly from a consecutive cyclization of iminophosphorane in refluxing xylene or 1,2-dichlorobenzene in good yields. This new approach provides an efficient and direct access to the biologically important indolines which are further oxidizable to indoles and oxindoles. Georg Thieme Verlag Stuttgart.
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
