Literature DB >> 19489601

A flexible, convergent approach to polycyclic indole structures: formal synthesis of (+/-)-mersicarpine.

Aurélien Biechy1, Samir Z Zard.   

Abstract

The formal synthesis of (+/-)-mersicarpine was achieved using an intermolecular radical addition-radical cyclization cascade. This key reaction represents a flexible, convergent route to numerous polycyclic indole derivatives.

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Year:  2009        PMID： 19489601     DOI： 10.1021/ol900996k

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


  10 in total

1.  Palladium-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Authors:  Alexander R O Venning; Patrick T Bohan; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2015-03-16       Impact factor: 15.419

Review 2.  Some aspects of radical cascade and relay reactions.

Authors:  Béatrice Quiclet-Sire; Samir Z Zard
Journal:  Proc Math Phys Eng Sci       Date:  2017-04-05       Impact factor: 2.704

3.  Practical radical cyclizations with arylboronic acids and trifluoroborates.

Authors:  Jonathan W Lockner; Darryl D Dixon; Rune Risgaard; Phil S Baran
Journal:  Org Lett       Date:  2011-09-16       Impact factor: 6.005

4.  Nickel-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Authors:  Quentin D Tercenio; Erik J Alexanian
Journal:  Tetrahedron       Date:  2019-05-25       Impact factor: 2.457

Review 5.  Applications of Friedel-Crafts reactions in total synthesis of natural products.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Pegah Saedi; Tayebeh Momeni
Journal:  RSC Adv       Date:  2018-12-03       Impact factor: 4.036

Review 6.  Synthesis of indole derivatives as prevalent moieties present in selected alkaloids.

Authors:  Majid M Heravi; Zahra Amiri; Kosar Kafshdarzadeh; Vahideh Zadsirjan
Journal:  RSC Adv       Date:  2021-10-15       Impact factor: 4.036

7.  Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions†Electronic supplementary information (ESI) available: Experimental details and procedures, compound characterization data, copies of 1H and 13C NMR spectra for new compounds. See DOI: 10.1039/c4qo00312hClick here for additional data file.

Authors:  Zining Li; Qian Geng; Zhe Lv; Beau P Pritchett; Katsuaki Baba; Yoshitaka Numajiri; Brian M Stoltz; Guangxin Liang
Journal:  Org Chem Front       Date:  2015-01-27       Impact factor: 5.281

8.  Biosynthetically inspired divergent approach to monoterpene indole alkaloids: total synthesis of mersicarpine, leuconodines B and D, leuconoxine, melodinine E, leuconolam, and rhazinilam.

Authors:  Yang Yang; Yu Bai; Siyuan Sun; Mingji Dai
Journal:  Org Lett       Date:  2014-11-20       Impact factor: 6.005

9.  Some aspects of radical chemistry in the assembly of complex molecular architectures.

Authors:  Béatrice Quiclet-Sire; Samir Z Zard
Journal:  Beilstein J Org Chem       Date:  2013-03-18       Impact factor: 2.883

10.  Computational study of the rate constants and free energies of intramolecular radical addition to substituted anilines.

Authors:  Andreas Gansäuer; Meriam Seddiqzai; Tobias Dahmen; Rebecca Sure; Stefan Grimme
Journal:  Beilstein J Org Chem       Date:  2013-08-08       Impact factor: 2.883
  10 in total

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