Literature DB >> 23477809

Rhodium-catalyzed conversion of furans to highly functionalized pyrroles.

Brendan T Parr1, Samantha A Green, Huw M L Davies.   

Abstract

The synthesis of highly functionalized pyrroles has been achieved by reaction of rhodium-stabilized imino-carbenes with furans. The reaction features an initial [3+2] annulation to form bicyclic hemiaminals, followed by ring opening to generate trisubstituted pyrroles.

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Year:  2013        PMID： 23477809     DOI： 10.1021/ja401386z

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  15 in total

1.  Catalytic asymmetric transannulation of NH-1,2,3-triazoles with olefins.

Authors:  Sen Wai Kwok; Li Zhang; Neil P Grimster; Valery V Fokin
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-24       Impact factor: 15.336

2.  Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: a general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines.

Authors:  Yi Shi; Anton V Gulevich; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-21       Impact factor: 15.336

3.  Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans.

Authors:  Alexey Kuznetsov; Anton Makarov; Aleksandr E Rubtsov; Alexander V Butin; Vladimir Gevorgyan
Journal:  J Org Chem       Date:  2013-11-20       Impact factor: 4.354

4.  Scope of the Reactions of Indolyl- and Pyrrolyl-Tethered N-Sulfonyl-1,2,3-triazoles: Rhodium(II)-Catalyzed Synthesis of Indole- and Pyrrole-Fused Polycyclic Compounds.

Authors:  Liangbing Fu; Huw M L Davies
Journal:  Org Lett       Date:  2017-03-30       Impact factor: 6.005

5.  Aziridinium Ylides: Underutilized Intermediates for Complex Amine Synthesis.

Authors:  Hillary J Dequina; Jennifer M Schomaker
Journal:  Trends Chem       Date:  2020-09-02

6.  Intramolecular transannulation of alkynyl triazoles via alkyne-carbene metathesis step: access to fused pyrroles.

Authors:  Yi Shi; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2013-10-04       Impact factor: 6.005

7.  Stereoselective 1,3-insertions of rhodium(II) azavinyl carbenes.

Authors:  Stepan Chuprakov; Brady T Worrell; Nicklas Selander; Rakesh K Sit; Valery V Fokin
Journal:  J Am Chem Soc       Date:  2013-12-17       Impact factor: 15.419

8.  Rh-Catalyzed Aziridine Ring Expansions to Dehydropiperazines.

Authors:  Hillary J Dequina; Josephine Eshon; William T Raskopf; Israel Fernández; Jennifer M Schomaker
Journal:  Org Lett       Date:  2020-04-22       Impact factor: 6.005

9.  A Rh(II)-catalyzed multicomponent reaction by trapping an α-amino enol intermediate in a traditional two-component reaction pathway.

Authors:  Shunying Liu; Wenfeng Yao; Yuan Liu; Qinghua Wei; Jianghui Chen; Xiang Wu; Fei Xia; Wenhao Hu
Journal:  Sci Adv       Date:  2017-03-08       Impact factor: 14.136

10.  Denitrogenative Suzuki and carbonylative Suzuki coupling reactions of benzotriazoles with boronic acids.

Authors:  Yuanhao Wang; Yunfei Wu; Yuanhe Li; Yefeng Tang
Journal:  Chem Sci       Date:  2017-03-15       Impact factor: 9.825
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