New Synthetic Technologies for the Construction of Heterocycles and Tryptamines was written by Nicolaou, K. C.;Krasovskiy, Arkady;Majumder, Utpal;Trepanier, Vincent E.;Chen, David Y.-K.. And the article was included in Journal of the American Chemical Society in 2009.Category: indole-building-block The following contents are mentioned in the article:
New synthetic methods for the construction of novel heterocycles and tryptamines are described. Thus, N-Boc anilines are sequentially converted to (3-(2-aminophenyl)pyrrolidin-3-ol) derivatives, substituted 2-oxo-1,2-dihydrospirobenzo[d][1,3]oxazine-4,3′-pyrrolidines, and 2-(4,5-dihydro-1H-pyrrol-3-yl)aniline derivatives through a route involving t-BuLi induced ortho-metalation/LaCl3·2LiCl metal exchange, reaction with N-Boc pyrrolidin-3-one, and subsequent decarboxylative fragmentation. Labile intermediates 2-(4,5-dihydro-1H-pyrrol-3-yl)anilines are effectively converted to tryptamines under controlled protic acid conditions. In addition to providing expedient access to the 2-oxo-1,2-dihydrospirobenzo[d][1,3]oxazine-4,3′-pyrrolidines, the method is applicable to the synthesis of the corresponding 2-oxo-1,2-dihydrospirobenzo[d][1,3]oxazine-4,3′-piperidine series of spirocycles and their precursors 3-(2-aminophenyl)piperidin-3-ol derivatives by using N-Boc-protected piperidin-3-one. Applications of the developed synthetic technologies to the synthesis of regioisomeric spirocycles, tryptamines, Corey’s aspidophytine tryptamine, and efavirenz are also described. This study involved multiple reactions and reactants, such as tert-Butyl (2-(5-(trifluoromethyl)-1H-indol-3-yl)ethyl)carbamate (cas: 1132910-79-2Category: indole-building-block).
tert-Butyl (2-(5-(trifluoromethyl)-1H-indol-3-yl)ethyl)carbamate (cas: 1132910-79-2) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Category: indole-building-block
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Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles