Literature DB >> 23190118

Palladium-catalyzed carbonylative cyclization/arylation cascade for 2-aroylindolizine synthesis.

Zhou Li1, Dmitri Chernyak, Vladimir Gevorgyan.   

Abstract

An efficient synthesis of densely substituted 2-aroylindolizines via the palladium-catalyzed carbonylative cyclization/arylation is reported. This transformation proceeds via the 5-endo-dig cyclization of 2-propargylpyridine triggered by an aroyl Pd complex. It produced diversely substituted 2-aroylindolizines in good to excellent yields.

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Year:  2012        PMID： 23190118      PMCID： PMC3582654          DOI： 10.1021/ol302947r

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


  28 in total

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2.  Synthesis and structure-activity relationship study of potent cytotoxic analogues of the marine alkaloid Lamellarin D.

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Journal:  J Med Chem       Date:  2006-06-01       Impact factor: 7.446

3.  Direct palladium-catalyzed alkynylation of N-fused heterocycles.

Authors:  Ilya V Seregin; Victoria Ryabova; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2007-06-01       Impact factor: 15.419

4.  General and direct synthesis of 3-aminoindolizines and their analogues via Pd/Cu-catalyzed sequential cross-coupling/cycloisomerization reactions.

Authors:  Yuanhong Liu; Zhiquan Song; Bin Yan
Journal:  Org Lett       Date:  2007-02-01       Impact factor: 6.005

5.  Quick access to druglike heterocycles: facile silver-catalyzed one-pot multicomponent synthesis of aminoindolizines.

Authors:  Yaguang Bai; Jing Zeng; Jimei Ma; Bala Kishan Gorityala; Xue-Wei Liu
Journal:  J Comb Chem       Date:  2010-09-13

6.  A novel Cu-assisted cycloisomerization of alkynyl imines: efficient synthesis of pyrroles and pyrrole-containing heterocycles.

Authors:  A V Kel'in; A W Sromek; V Gevorgyan
Journal:  J Am Chem Soc       Date:  2001-03-07       Impact factor: 15.419

7.  Transition-state metal aryl bond stability determines regioselectivity in palladium acetate mediated C-H bond activation of heteroarenes.

Authors:  Alban Petit; Josh Flygare; Alex T Miller; Gerrit Winkel; Daniel H Ess
Journal:  Org Lett       Date:  2012-07-10       Impact factor: 6.005

8.  Synthesis and antiproliferative activity of indolizine derivatives incorporating a cyclopropylcarbonyl group against Hep-G2 cancer cell line.

Authors:  Yong-Miao Shen; Peng-Cheng Lv; Wu Chen; Peng-Gang Liu; Ming-Zhu Zhang; Hai-Liang Zhu
Journal:  Eur J Med Chem       Date:  2010-03-01       Impact factor: 6.514

9.  Pyridine activation via copper(I)-catalyzed annulation toward indolizines.

Authors:  José Barluenga; Giacomo Lonzi; Lorena Riesgo; Luis A López; Miguel Tomás
Journal:  J Am Chem Soc       Date:  2010-09-29       Impact factor: 15.419

10.  Highly specific and broadly potent inhibitors of mammalian secreted phospholipases A2.

Authors:  Rob C Oslund; Nathan Cermak; Michael H Gelb
Journal:  J Med Chem       Date:  2008-07-08       Impact factor: 7.446
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  2 in total

1.  A new reactivity mode for the diazo group: diastereoselective 1,3-aminoalkylation reaction of β-amino-α-diazoesters to give triazolines.

Authors:  Alexey Kuznetsov; Anton V Gulevich; Donald J Wink; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-01       Impact factor: 15.336

2.  Cu-Catalyzed Transannulation Reaction of Pyridotriazoles with Terminal Alkynes under Aerobic Conditions: Efficient Synthesis of Indolizines.

Authors:  V Helan; A V Gulevich; V Gevorgyan
Journal:  Chem Sci       Date:  2015-03       Impact factor: 9.825
  2 in total

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