1383935-50-9Relevant academic research and scientific papers
An organocatalytic asymmetric Friedel-Crafts reaction of 2-substituted indoles with aldehydes: enantioselective synthesis of α-hydroxyl ketones by low loading of chiral phosphoric acid
Deng, Xiong-fei,Wang, Ying-wei,Zhang, Shi-qi,Li, Ling,Li, Guang-xun,Zhao, Gang,Tang, Zhuo
, p. 2499 - 2502 (2020)
Hydroxyl alkylation of indoles by Friedel-Crafts reaction with a carbonyl compound is a useful strategy. However, the reaction was restricted to ketones due to the easy formation of a bisindole byproduct. Therefore, hydroxyl alkylation of an aldehyde with indole is confronted with great challenges. Here, we report an efficient strategy for asymmetric hydroxyl alkylation of 2-substituted indoles with aldehydes under 0.1 mol% chiral phosphoric acid. A series of α-hydroxyl ketones were obtained in high yields (up to 99%) and good enantioselectivities (up to 97%).
Br?nsted acid-promoted multicomponent reaction for the construction of pyrrolocoumarin derivatives
Chen, Zhiwei,Ye, Sunjia,Zhang, Xiongfei
, p. 501 - 508 (2018)
An efficient one-pot synthesis of functionalized indole-containing pyrrolocoumarin derivatives via a three-component reaction of 4-aminocoumarins, arylglyoxal monohydrates and indoles promoted by p-TSA in ethanol is described. The attractive features of t
Photoredox Generated Vinyl Radicals: Synthesis of Bisindoles and β-Carbolines
Chalotra, Neha,Ahmed, Ajaz,Rizvi, Masood Ahmad,Hussain, Zakir,Ahmed, Qazi Naveed,Shah, Bhahwal Ali
, p. 14443 - 14456 (2018/12/11)
A photoredox catalyzed approach enabling use of alkynes as surrogate of 2-oxoaldehydes/1,2-diones is reported. The method overcomes the difficulty associated with application of unsubstituted aliphatic α-oxoaldehydes, which has hitherto limited their general use. Indoles, tryptamine, and tryptophan methyl ester participated in the reaction to give a variety of α-oxo based analogues. Quantum yield investigations support a radical chain mechanism.
Reductive Alkylation of α-Keto Imines Catalyzed by PTSA/FeCl3: Synthesis of Indoles and 2,3′-Biindoles
Naidu, P. Seetham,Kolita, Sinki,Sharma, Meenakshi,Bhuyan, Pulak J.
, p. 6381 - 6390 (2015/06/30)
A simple and efficient method for the synthesis of highly functionalized indoles and biindoles was developed. In the reaction protocol, three components were used in one pot and products were obtained in high yield in an easy workup procedure. The reactio
I2-promoted direct one-pot synthesis of 2,2-bisindolyl-1- arylethanones from multiform substrates arylethenes, 2-hydroxy-aromatic ketones, and carbinols
Jia, Feng-Cheng,Zhu, Yan-Ping,Liu, Mei-Cai,Lian, Mi,Gao, Qing-He,Cai, Qun,Wu, An-Xin
supporting information, p. 7038 - 7044 (2013/07/26)
An I2-promoted domino protocol was developed to construct 2,2-bisindolyl-1-arylethanones from multiform substrates arylethenes, 2-hydroxy-aromatic ketones, and carbinols via three distinct pathways. Through a logical coupled oxidation/Friedel-Crafts alkylation domino process, a variety of 2,2-bisindolyl-1-arylethanones were synthesized in one-pot.
Metal-free sp3 C-H bond dual-(Het)arylation: I 2-promoted domino process to construct 2,2-bisindolyl-1-arylethanones
Zhu, Yan-Ping,Liu, Mei-Cai,Jia, Feng-Cheng,Yuan, Jing-Jing,Gao, Qing-He,Lian, Mi,Wu, An-Xin
supporting information; experimental part, p. 3392 - 3395 (2012/09/08)
A molecular I2-promoted sp3 C-H bond dual-(het)arylation protocol was developed for the synthesis of 2,2-bisindolyl-1-arylethanones. Through a logical design, three mechanism-different reactions (iodination, Kornblum oxidation, and F
