10184-96-0Relevant articles and documents
Dearomative indole [5+2] cycloaddition reactions: Stereoselective synthesis of highly functionalized cyclohepta[b]indoles
Mei, Guangjian,Yuan, Hao,Gu, Yueqing,Chen, Wei,Chung, Lung Wa,Li, Chuang-Chuang
, p. 11051 - 11055 (2014)
The first dearomative indole [5+2] cycloaddition reaction with an oxidopyrylium ylide resulted in efficient and diastereoselective construction of some highly functionalized and synthetically challenging oxacyclohepta[b]indoles. The protocol proceeds unde
Application of microwave irradiation techniques for the Knoevenagel condensation
Kim, Jae-Kon,Kwon, Pan-Suk,Kwon, Tae-Woo,Chung, Sung-Kee,Lee, Jae-Wook
, p. 535 - 542 (1996)
The reaction rate of Knoevenagel condensation can be dramatically enhanced by irradiating the reaction mixture containing an aldehyde, diethyl malonate, P2O5, piperidine, and chlorobenzene with a commercial microwave oven. Six Knoevenagel condensation products were synthesized within 5-15 min in good yields.
Enantioselective Copper(II)/Box-Catalyzed Synthesis of Chiral β3-Tryptophan Derivatives
Tarasenko, Elena A.,Shestakov, Ivan V.,Rybakov, Victor B.,Beletskaya, Irina P.
, p. 3913 - 3918 (2019)
β-Amino acids and their derivatives are important building blocks for the preparation of various bioactive compounds and materials. We developed a highly efficient method for the synthesis of β3-tryptophan derivatives based on enantioselective Friedel-Crafts alkylation of indoles with phthaloyl-protected aminomethylenemalonate in the presence of chiral Cu(OTf)2/iPrBox complex as a catalyst. A wide range of indoles with electron-donating and electron-withdrawing substituents gave the desired products in high yields (up to 99 %) and excellent enantioselectivities (up to 99 % ee). In the case of pyrrole the Friedel-Crafts product was obtained in up to 90 % yield and up to 82 % ee.
An anti-Michael route for the synthesis of indole-spiro (indene-pyrrolidine) by 1,3-cycloaddition of azomethineylide with indole-derivatised olefins
Yellappa, Shivaraj
, p. 1083 - 1089 (2020)
One-pot three-component reaction for indole-spiro (indene-pyrrolidine) highly strained molecules were synthesized with moderate yield by 1,3-cycloaddition of unsymmetrical dipolarophiles, prepared from indol-3-yl and 1-acetyl-1H-indol-3-yl derivative with azomethineylide generated through decarboxylative addition of amino acid sarcosine and ninhydrine, which is confirmed by NOESY. Our method is to demonstrate an efficient path in the preparation of strained organic spiro compound, an atom-economical process and eco-friendly toward environment. Viability gives an access to prepare of various spiro pharmaceutical drug molecules.
On the Origin of Nonexponential Fluorescence Decay in Tryptophan and Its Derivatives
Petrich, J. W.,Chang, M. C.,McDonald, D. B.,Fleming, G. R.
, p. 3824 - 3832 (1983)
The nonexponential fluorescence decay of tryptophan and its derivatives is discussed in terms of a simple model based on conformers about the Cα-Cβ bond and the relative rates of charge transfer from indole to various electrophiles.Accurate predictions concerning the relative fluorescence lifetimes and the form of the fluorescence decay law are made for tryptophan and 17 of its derivatives, including three new derivatives synthesized specifically to test the model.
Microwave assisted synthesis of fungicidal compounds using Knoevenagel condensation in dry media
Kidwai, Mazaahir,Sapra, Pooja,Bhushan, Kumar Ranjan
, p. 596 - 598 (2007/10/03)
An environmentally benign, solventless, rapid and economic technique for the synthesis of substituted quinolines, indoles and aromatic compounds using Knoevenagel condensation is described from readily available aromatic and heterocyclic aldehydes and die
