Literature DB >> 25506096

Silver-Mediated Synthesis of Indolizines via Oxidative C-H functionalization and 5- endo-dig cyclization.

Amit N Pandya1, James T Fletcher2, Eric M Villa2, Devendra K Agrawal3.   

Abstract

An efficient strategy for the synthesis of indolizines from readily available starting materials via oxidative C-H functionalization and 5-endo-dig cyclization in one step has been demonstrated. This protocol represents wide substrate scope, high functional group tolerance and selectivity. The structure of the product was confirmed by the X-ray crystallographic studies. The Ag2CO3 required of this tandem reaction can be recycled and reused after undergoing oxidative reaction.

Entities:  

Keywords:  5-endo-dig cyclization; C-H functionalization; Indolizine

Year:  2014        PMID： 25506096      PMCID： PMC4260338          DOI： 10.1016/j.tetlet.2014.10.112

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  20 in total

1.  From C(sp2)-H to C(sp3)-H: systematic studies on transition metal-catalyzed oxidative C-C formation.

Authors:  Bi-Jie Li; Zhang-Jie Shi
Journal:  Chem Soc Rev       Date:  2012-07-10       Impact factor: 54.564

Review 2.  Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation.

Authors:  Seung Hwan Cho; Ji Young Kim; Jaesung Kwak; Sukbok Chang
Journal:  Chem Soc Rev       Date:  2011-06-06       Impact factor: 54.564

3.  Palladium-catalyzed selective dehydrogenative cross-couplings of heteroarenes.

Authors:  Xavier Bugaut; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-08       Impact factor: 15.336

4.  Beyond directing groups: transition-metal-catalyzed C-H activation of simple arenes.

Authors:  Nadine Kuhl; Matthew N Hopkinson; Joanna Wencel-Delord; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-20       Impact factor: 15.336

5.  Amberlite-IRA-402 (OH) ion exchange resin mediated synthesis of indolizines, pyrrolo [1,2-a] quinolines and isoquinolines: antibacterial and antifungal evaluation of the products.

Authors:  Abhijit Hazra; Shyamal Mondal; Arindam Maity; Subhendu Naskar; Pritam Saha; Rupankar Paira; Krishnendu B Sahu; Priyankar Paira; Soma Ghosh; Chandrima Sinha; Amalesh Samanta; Sukdeb Banerjee; Nirup B Mondal
Journal:  Eur J Med Chem       Date:  2011-03-05       Impact factor: 6.514

6.  Silver-catalyzed synthesis of 3-phosphorated coumarins via radical cyclization of alkynoates and dialkyl H-phosphonates.

Authors:  Xia Mi; Chenyang Wang; Mengmeng Huang; Jianye Zhang; Yusheng Wu; Yangjie Wu
Journal:  Org Lett       Date:  2014-06-12       Impact factor: 6.005

7.  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

8.  Non-imidazole heterocyclic histamine H3 receptor antagonists.

Authors:  Wenying Chai; J Guy Breitenbucher; Annette Kwok; Xiaobing Li; Victoria Wong; Nicholas I Carruthers; Timothy W Lovenberg; Curt Mazur; Sandy J Wilson; Frank U Axe; Todd K Jones
Journal:  Bioorg Med Chem Lett       Date:  2003-05-19       Impact factor: 2.823

Review 9.  C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals.

Authors:  Junichiro Yamaguchi; Atsushi D Yamaguchi; Kenichiro Itami
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

10.  Antimycobacterial activity of 1-substituted indolizines.

Authors:  Lise-Lotte Gundersen; Ayele H Negussie; Frode Rise; Ole Benny ØStby
Journal:  Arch Pharm (Weinheim)       Date:  2003-06       Impact factor: 3.751
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  2 in total

Review 1.  5-Endo-dig cyclizations in organic syntheses.

Authors:  Muhammad Aamir Sajid; Zulfiqar Ali Khan; Sohail Anjum Shahzad; Syed Ali Raza Naqvi; Muhammad Usman
Journal:  Mol Divers       Date:  2019-03-05       Impact factor: 2.943

2.  A Simple and Efficient Approach for the Synthesis of 2-Aminated Quinazoline Derivatives via Metal Free Oxidative Annulation.

Authors:  Amit N Pandya; Eric M Villa; E Jeffrey North
Journal:  Tetrahedron Lett       Date:  2017-02-12       Impact factor: 2.415
  2 in total

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