Borane Reduction of indoles with secondary amine substituents in a 2,3-fused side-chain

Keywords

Chemistry, Side chain, Borane, Amine gas treating, Reduction (mathematics)

References

• Reactions of sodium borohydride in acidic media. I. Reduction of indoles and alkylation of aromatic amines with carboxylic acidsGordon W. Gribble, Pierre D. Lord, Jerauld S. Skotnicki — 1974
• Synthesis of 2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole derivatives and their central nervous system activities.Yasutaka Nagai, Akira Irie, Yoshinobu Masuda — 1979
• Synthesis of some 5-phenylhexahydroazepino[4,5-b]indoles as potential neuroleptic agents.Arthur J. Elliott, Elijah H. Gold, Henry Guzik — 1980
• Borane complexes in trifluoroacetic acid. Reduction of indoles to indolines and generation of bis(trifluoroacetoxy)boraneBruce E. Maryanoff, David F. McComsey — 1978

Cited by

• In silico Design, Synthesis, and Screening of Novel Deoxyhypusine Synthase Inhibitors Targeting HIV‐1 ReplicationLúcia Nagib — 2014
• Benzomorphan related compoundsJosep Bonjoch, Fontsanta Boncompte, Núria Casamitjana — 1986
• PROSPECTS FOR STEREOCONTROL IN THE REDUCTION OF AROMATIC COMPOUNDSTimothy J. Donohoe, Rina Garg, Clare A. Stevenson — 1996
• N-Aryl-O-(α-aminoacyl)hydroxylamine: Modellreaktionen zur Aktivierung von monocyclischen aromatischen Aminen zu ultimaten Carcinogenen durch α-AminosäurenChris Meier, Gernot Boche — 1990
• Novel chemoselective reduction of the tetrahydro-4-pyridyl versus indole moiety governed by electron donation: first X-ray evidence for indolopiperidyl–borane complexationA. Borghese, L. Antoine, Gregory A. Stephenson — 2002
• Effect of cations on heat degradation of chelator-soluble carrot pectinTanaboon Sajjaanantakul, J. P. VAN BUREN, D. L. DOWNING — 1993
• BH3 THF reduction of 3-methylisoxazolo [4,5-c]pyridinesG. ADEMBRI, A. CAMPARINI, Fabio Ponticelli — 1982
• Proton chemical shifts in NMR: Part 17. Chemical shifts in alkenes and anisotropic and steric effects of the double bondRaymond J. Abraham, Marcos Canton, Lee Griffiths — 2001
• Synthetic applications of N-Aryl-O-acyl hydroxymic acids. A convenient route to 3-substituted N-Benzoyl oxindolesPaulo Almeida, Sundaresan Prabhakar, Ana M. Lobo — 1991
• γ-Carbolines and their hydrogenated derivatives. 2.* Hydrogenated derivatives of γ-carbolines: methods of synthesis (review)R. S. Alekseyev, Alexander V. Kurkin, M. A. Yurovskaya — 2010
• Chemistry and uses of pectin--a review.B. R. Thakur, Rakesh Kumar Singh, Avtar K. Handa — 1997
• Rearrangement of N-oxyenamines and related reactions.Andrey A. Tabolin, Sema L. Ioffe — 2014
• The Synthesis of a 5HT2C Receptor AgonistL. Hobson, William A. Nugent, Stephen Anderson — 2007
• Photocatalytic hydrogenation of alkenes using ammonia-boraneEva Rivera‐Chao, Wesley J. Olivier, Michael J. Tilby — 2025
• ChemInform Abstract: BORANE REDUCTION OF INDOLES WITH SECONDARY AMINE SUBSTITUENTS IN A 2,3‐FUSED SIDE‐CHAINA. J. ELLIOTT, Henry Guzik — 1982
• The System Boron-OxygenG. Heller — 1993
• Bis(trifluoroacetoxy)boraneB. Maryanoff, D. McComsey — 2001
• 3.05 – Pyrroles and their Benzo Derivatives: (ii) ReactivityR. Jones — 1984
• Partial and Complete Reduction of Pyrroles, Furans, Thiophenes and their Benzo AnalogsG. Gribble — 1991

Related papers

• (R)‐1,1′‐Binaphthyl‐2‐bis(pentafluorophenyl)borane Lewis Acids.Darryl J. Morrison, Warren E. Piers, Masood Parvez — 2005
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• On the conformation of the five-membered ring of dipropyl(γ-amino propyl)boraneBoris La Serna, Miriam Mesa Hernández, José Fernández Bertrán — 1983
• Chiral (Acyloxy)borane-Catalyzed Asymmetric Allylation of Aldehydes.Kyoji Furuta, Makoto Mouri, Hisashi Yamamoto — 1992
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• Metallation of benzylic amines via amine-borane complexesMark R. Ebden, Nigel S. Simpkins, David Fox — 1998
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