Journal ArticleDOI
Diborane as a reducing agent - VI the novel reduction of indole-1-carboxaldehydes to 1-methyl- indoles, di(indolyimethyl) ethers and indolylmethyl indolines
TLDR
In this paper, the authors reported the formation of symmetric ethers in the borane/THF reduction of an oxygen function, and showed that electrophilic substitution takes place primarily at position 3 of 3-substituted indoles, 1c - 1f did not form the corresponding 7 probably because of steric hindrance.About:
This article is published in Tetrahedron.The article was published on 1984-01-01. It has received 8 citations till now. The article focuses on the topics: Borane & Electrophilic substitution.read more
Citations
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Journal ArticleDOI
The Synthesis of a 5HT2C Receptor Agonist
Lindsay A. Hobson,William A. Nugent,Stephen R. Anderson,Subodh Shrinivas Deshmukh,James J. Haley,Pingli Liu,Nicholas A. Magnus,Patrick J. Sheeran,James P. Sherbine,Benjamin R. P. Stone,Jiang Zhu +10 more
TL;DR: In this article, the Fischer indole strategy was used to form an advanced intermediate followed by reduction to the indoline to construct the tetracyclic core of the molecule.
Journal ArticleDOI
Revisiting the reduction of indoles by hydroboranes: A combined experimental and computational study
TL;DR: In this paper, a combined experimental and density functional computational study was used to probe the mechanism for the reduction of indoles using simple borane BH3·DMS (DMS=dimethyl sulfide).
Journal ArticleDOI
Reduction of N-acylisatins with [BH3.THF] complex
TL;DR: In this paper, Nacylisatins can be directly converted in high yields to N-alkylindoles by reduction, at room temperature, with freshly prepared BH3.
Journal ArticleDOI
Two-step N-acylindazole to N-alkylindazole reduction. Further synthetic studies on the serotonergic agonist AL-34662
TL;DR: A synthesis of the title compound, operable on kilogram scale, employs reductive acetylation of an N-acylindazole to give a hemiaminal acetate followed by deacetoxylation to the corresponding N-alkylindazoles.
Journal ArticleDOI
Novel Products from Bischler-Napieralski Reaction of Arylacetyl-Tryptophan Esters. Synthesis of Spiropentacyclic Indolines Structurally Related to Indole Alkaloids
TL;DR: On treatment with TFAA N-arylacetyl–DL–tryptophan esters, these esters furnish N–trifluoroacetyl spiropentacyclic indolines in 81–91% yields and, in some cases, small amounts of β-car-bolines in 3–5% yields.
References
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The chemistry of heterocyclic compounds
TL;DR: In this article, it was shown that one of the most common types of known quantities of phenyl phenyl is phenyl oxide (POP) oxide, which is a phenyl-oxyoxy phenyl (PE)-oxyoxyphenyl) that can be obtained from phenyl compounds.