82071-21-4Relevant academic research and scientific papers
Me3Al-mediated domino nucleophilic addition/intramolecular cyclisation of 2-(2-oxo-2-phenylethyl)benzonitriles with amines; a convenient approach for the synthesis of substituted 1-aminoisoquinolines
Adusumalli, Krishna M. S.,Battula, Venkateswara R.,Gandham, Hima B.,Konidena, Lakshmi N. S.,Kumari, Krishnaiah,Namballa, Hari K.,Nidasanametla, Satya K. R.,Valluru, Krishna R.
, p. 2765 - 2772 (2022/01/12)
A simple and efficient protocol for the construction of 1-aminoisoquinolines was achieved by treating 2-(2-oxo-2- phenylethyl)benzonitriles with amines in the presence of Me3Al. The reaction proceeds via a domino nucleophilic addition with subsequent intr
Nickel-Catalyzed Tandem Reaction of Functionalized Arylacetonitriles with Arylboronic Acids in 2-MeTHF: Eco-Friendly Synthesis of Aminoisoquinolines and Isoquinolones
Zhen, Qianqian,Chen, Lepeng,Qi, Linjun,Hu, Kun,Shao, Yinlin,Li, Renhao,Chen, Jiuxi
, p. 106 - 111 (2019/12/11)
The first example of the nickel-catalyzed tandem addition/cyclization of 2-(cyanomethyl)benzonitriles with arylboronic acids in 2-MeTHF has been developed, which provides the facile synthesis of aminoisoquinolines with good functional group tolerance under mild conditions. This chemistry has also been successfully applied to the synthesis of isoquinolones by the tandem reaction of methyl 2-(cyanomethyl)benzoates with arylboronic acids. The use of the bio-based and green solvent 2-MeTHF as the reaction medium makes the synthesis process environmentally benign. The synthetic utility of this chemistry is also indicated by the synthesis of biologically active molecules.
Synthesis of 1-aminoisoquinolines by gold(III)-mediated domino reactions from 2-alkynylbenzamides and ammonium acetate
Long, Yuhua,She, Zhigang,Liu, Xiaochen,Chen, Yu
, p. 2579 - 2588 (2013/04/24)
A facile synthetic route toward pharmaceutically interesting 1-aminoisoquinoline derivatives by gold(III)-mediated domino reactions is described. This synthetic protocol starts from readily available 2-alkynylbenzamides and ammonium acetate and takes plac
Facile synthesis of 1-aminoisoquinolines via the tandem reactions of 2-alkynylbenzaldoximes with isothiocyanates
Li, Wenhai,Wang, Yue,Lu, Tao
experimental part, p. 6843 - 6848 (2012/08/28)
A new, concise, and efficient route for the synthesis of 1-aminoisoquinolines in good to excellent yields is described; this involves the reaction of 2-alkynylbenzaldoximes and isothiocyanates, which is catalyzed by silver triflate in dichloromethane, at room temperature. This transformation involves tandem 6-endo cyclization, [3+2] cycloaddition, and subsequent rearrangement. The simple operational protocol provides a cost-effective, diversity-oriented route to 1-aminoisoquinolines under neutral, mild conditions.
Thermal or Lewis acid-promoted electrocyclisation and hetero Diels-Alder cycloaddition of α,β-unsaturated (conjugated) carbodiimides: A facile synthesis of nitrogen-containing heterocycles
Saito, Takao,Ohkubo, Takahiro,Kuboki, Hideki,Maeda, Masayuki,Tsuda, Kensaku,Karakasa, Takayuki,Satsumabayashi, Sadayoshi
, p. 3065 - 3080 (2007/10/03)
α,β-Diarylvinyl- and α-styryl-carbodiimides, prepared by the aza-Wittig reaction of iminophosphoranes with isocyanates, underwent either 6π-electrocyclisation upon heating or a Diels-Alder reaction under thermal or Lewis acid-promoted conditions with appr
CONJUGATED HETEROCUMULENES. SYNTHESIS OF C=C-CONJUGATED CARBODIIMIDES BY A WITTIG-TYPE REACTION OF IMINOPHOSPHORANES WITH ISOCYANATES AND THEIR CYCLOADDITIONS
Saito, Takao,Nakane, Michio,Endo, Masanobu,Yamashita, Hiromi,Oyamada, Yoko,Motoki, Shinichi
, p. 135 - 138 (2007/10/02)
A Wittig-type reaction of N-(1,2-diarylethenyl)iminophosphoranes with isocyanates gave C=C-conjugated carbodiimides, which were utilized in the synthesis of heterocycles.
Metalation of 2-Methyl-N-phenylbenzamide with n-Butyllithium. Formation of N,3-Diphenyl-1-isoquinolinamine by Subsequent Reaction with Benzonitrile
Abraham, Tonson
, p. 371 - 374 (2007/10/02)
2-Methyl-N-phenylbenzamide was metalated with two equivalents of n-butyllithium.Benzonitrile was allowed to react with the organomethallic intermediate thus formed to yield N,3-diphenyl-1-isoquinolinamine. - Keywords: Benzamide, iminophenylethyl-phenyl; Cyclodehydratation; Isoquinolinamine, diphenyl; Lithiation
