Literature DB >> 18507393

Assembly of isoquinolines via CuI-catalyzed coupling of beta-keto esters and 2-halobenzylamines.

Bao Wang1, Biao Lu, Yongwen Jiang, Yihua Zhang, Dawei Ma.   

Abstract

CuI-catalyzed coupling of 2-halobenzylamines with beta-keto esters or 1,3-diketones in i-PrOH under the action of K(2)CO(3) produced 1,2-dihydroisoquinolines as the coupling/condensative cyclization products, which underwent smooth dehydrogenation under air atmosphere to afford substituted isoquinolines.

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Year:  2008        PMID: 18507393     DOI: 10.1021/ol800900a

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

1.  A versatile synthesis of substituted isoquinolines.

Authors:  Chong Si; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-09       Impact factor: 15.336

2.  Tandem Cycloisomerization/Suzuki Coupling of Arylethynyl MIDA Boronates.

Authors:  Julian M W Chan; Giovanni W Amarante; F Dean Toste
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

3.  Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones.

Authors:  Timothy J Donohoe; Ben S Pilgrim; Geraint R Jones; José A Bassuto
Journal:  Proc Natl Acad Sci U S A       Date:  2012-07-02       Impact factor: 11.205

4.  Palladium- and copper-catalyzed solution phase synthesis of a diverse library of isoquinolines.

Authors:  Sudipta Roy; Sujata Roy; Benjamin Neuenswander; David Hill; Richard C Larock
Journal:  J Comb Chem       Date:  2009 Nov-Dec

5.  Short and efficient syntheses of protoberberine alkaloids using palladium-catalyzed enolate arylation.

Authors:  Alice E Gatland; Ben S Pilgrim; Panayiotis A Procopiou; Timothy J Donohoe
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-27       Impact factor: 15.336

6.  Modular isoquinoline synthesis using catalytic enolate arylation and in situ functionalization.

Authors:  Ben S Pilgrim; Alice E Gatland; Charlie T McTernan; Panayiotis A Procopiou; Timothy J Donohoe
Journal:  Org Lett       Date:  2013-11-19       Impact factor: 6.005

7.  A simple copper-catalyzed two-step one-pot synthesis of indolo[1,2-a]quinazoline.

Authors:  Chunpu Li; Lei Zhang; Shuangjie Shu; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2014-10-21       Impact factor: 2.883

8.  Reagent-controlled regiodivergent intermolecular cyclization of 2-aminobenzothiazoles with β-ketoesters and β-ketoamides.

Authors:  Irwan Iskandar Roslan; Kian-Hong Ng; Gaik-Khuan Chuah; Stephan Jaenicke
Journal:  Beilstein J Org Chem       Date:  2017-12-18       Impact factor: 2.883

9.  Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles.

Authors:  S N Murthy Boddapati; Ramana Tamminana; Ravi Kumar Gollapudi; Sharmila Nurbasha; Mohamed E Assal; Osamah Alduhaish; Mohammed Rafiq H Siddiqui; Hari Babu Bollikolla; Syed Farooq Adil
Journal:  Molecules       Date:  2020-04-14       Impact factor: 4.411

  9 in total

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