Literature DB >> 21505653

Synthesis of β- and γ-carbolines via ruthenium and rhodium catalysed [2+2+2] cycloadditions of yne-ynamides with methylcyanoformate.

Felix Nissen1, Vincent Richard, Carole Alayrac, Bernhard Witulski.   

Abstract

A flexible approach towards substituted β- and γ-carbolines based on transition metal catalysed [2+2+2] cycloaddition reactions between functionalised yne-ynamides and methylcyanoformate is described. The versatility of this new reaction sequence is demonstrated by its application in the total synthesis of the marine natural product eudistomin U. This journal is © The Royal Society of Chemistry 2011

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Year:  2011        PMID: 21505653     DOI: 10.1039/c1cc11298h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  13 in total

1.  Alkenyl Isocyanide Conjugate Additions: A Rapid Route to γ-Carbolines.

Authors:  Sergiy V Chepyshev; J Armando Lujan-Montelongo; Allen Chao; Fraser F Fleming
Journal:  Angew Chem Int Ed Engl       Date:  2017-03-13       Impact factor: 15.336

2.  Introducing a new class of N-phosphoryl ynamides via Cu(I)-catalyzed amidations of alkynyl bromides.

Authors:  Kyle A DeKorver; Mary C Walton; Troy D North; Richard P Hsung
Journal:  Org Lett       Date:  2011-08-17       Impact factor: 6.005

3.  Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.

Authors:  Chad M Roggero; Jennifer M Giulietti; Seann P Mulcahy
Journal:  Bioorg Med Chem Lett       Date:  2014-05-27       Impact factor: 2.823

Review 4.  Tetrazoles via Multicomponent Reactions.

Authors:  Constantinos G Neochoritis; Ting Zhao; Alexander Dömling
Journal:  Chem Rev       Date:  2019-02-01       Impact factor: 60.622

5.  Three-step synthesis of an annulated β-carboline via palladium catalysis.

Authors:  Seann P Mulcahy; Jonathan G Varelas
Journal:  Tetrahedron Lett       Date:  2013-11-27       Impact factor: 2.415

6.  Ynamides in ring forming transformations.

Authors:  Xiao-Na Wang; Hyun-Suk Yeom; Li-Chao Fang; Shuzhong He; Zhi-Xiong Ma; Brant L Kedrowski; Richard P Hsung
Journal:  Acc Chem Res       Date:  2013-10-28       Impact factor: 22.384

Review 7.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

8.  Methyl 1-(7-acetamido-5,8-dimeth-oxy-quinolin-2-yl)-4-methyl-β-carboline-3-carboxyl-ate.

Authors:  Felix Nissen; Dieter Schollmeyer; Heiner Detert
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-05-25

9.  Cu-catalyzed mild and efficient oxidation of THβCs using air: application in practical total syntheses of perlolyrine and flazin.

Authors:  Bo Zheng; Tien Ha Trieu; Tian-Zhuo Meng; Xia Lu; Jing Dong; Qiang Zhang; Xiao-Xin Shi
Journal:  RSC Adv       Date:  2018-02-12       Impact factor: 4.036

10.  Synthesis of Structurally Diverse 2,3-Fused Indoles via Microwave-Assisted AgSbF6-Catalysed Intramolecular Difunctionalization of o-Alkynylanilines.

Authors:  Yuanqiong Huang; Yan Yang; Hongjian Song; Yuxiu Liu; Qingmin Wang
Journal:  Sci Rep       Date:  2015-08-27       Impact factor: 4.379

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