1721-92-2Relevant articles and documents
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Schweizer et al.
, p. 200,205 (1977)
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Reactions of azides with electrophiles: New methods for the generation of cationic 2-azabutadienes. Synthesis of 1,2,3,4-tetrahydroquinolines and 1,2-dihydroquinolines via a hetero Diels-Alder reaction
Pearson, William H.,Fang, Wen-Kui
, p. 39 - 46 (1997)
Two methods for the generation of iminium ions of the type ArN+(X)=CHR (X = H or alkyl, R = H or alkyl) are reported: (1) the Bronsted-acid-promoted rearrangement of benzylic azides and (2) the intermolecular Schmidt reactions of azides XN3 (X = aliphatic) with benzylic carbocations derived from benzylic alcohols ArCH(R)OH. The iminium ions ArN+(X)=CHR behave as cationic 2-azabutadienes in the presence of alkenes and alkynes, producing 1,2,3,4-tetrahydroquinolines and 1,2-dihydroquinolines by a hetero Diels-Alder reaction.
Synthesis of quinolines: Via sequential addition and I2-mediated desulfurative cyclization
Gao, Ziwei,Jian, Yajun,Sun, Huaming,Wang, Yanyan,Yang, Mingming,Zhang, Guofang,Zhang, Weiqiang
supporting information, p. 38889 - 38893 (2021/12/20)
An efficient one-pot approach for the synthesis of quinolines from o-aminothiophenol and 1,3-ynone under mild conditions is disclosed. With the aid of ESI-MS analysis and parallel experiments, a three-step mechanism is proposed - a two-step Michael additi
PEG-400 as a carbon synthon: Highly selective synthesis of quinolines and methylquinolines under metal-free conditions
Ding, Chengcheng,Feng, Kaili,Li, Shichen,Ma, Chen
, p. 5542 - 5548 (2021/08/16)
A metal-free, peroxide-free, and efficient procedure for the highly selective synthesis of quinolines and methylquinolines was reported. The main feature of this method was that the same substrate can produce quinolines and methylquinolines, respectively, under different reaction conditions. PEG-400 was used as both a reactant and solvent in this reaction. The utility of the designed procedure was also demonstrated by the derivatization of the products to bioactive compounds. This journal is