Literature DB >> 15496116

The first regioselective palladium-catalyzed indolization of 2-bromo- or 2-chloroanilines with internal alkynes: a new approach to 2,3-disubstituted indoles.

Ming Shen1, Guisheng Li, Bruce Z Lu, Azad Hossain, Frank Roschangar, Vittorio Farina, Chris H Senanayake.   

Abstract

[reaction: see text] The first practical and economical process for synthesis of 2,3-disubstituted indole compounds has been developed with high regioselectivity by palladium-catalyzed indolization of 2-bromo- or chloroanilines and their derivatives with internal alkynes.

Entities:  

Year:  2004        PMID： 15496116     DOI： 10.1021/ol048114t

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


  16 in total

1.  A NEW APPROACH TO THE SYNTHESIS OF SUBSTITUTED PHENAZINES VIA PALLADIUM-CATALYZED ARYL LIGATIONi.

Authors:  Jeffrey D Winkler; Barry M Twenter; Thomas Gendrineau
Journal:  Heterocycles       Date:  2012       Impact factor: 0.831

2.  Enantioselective Desymmetrization of Methylenedianilines via Enzyme-Catalyzed Remote Halogenation.

Authors:  James T Payne; Paul H Butkovich; Yifan Gu; Kyle N Kunze; Hyun June Park; Duo-Sheng Wang; Jared C Lewis
Journal:  J Am Chem Soc       Date:  2018-01-08       Impact factor: 15.419

3.  Total Synthesis and Stereochemical Assignment of Streptide.

Authors:  Nicholas A Isley; Yusuke Endo; Zhi-Chen Wu; Brett C Covington; Leah B Bushin; Mohammad R Seyedsayamdost; Dale L Boger
Journal:  J Am Chem Soc       Date:  2019-10-17       Impact factor: 15.419

4.  A Pd(0)-mediated indole (macro)cyclization reaction.

Authors:  Steven P Breazzano; Yam B Poudel; Dale L Boger
Journal:  J Am Chem Soc       Date:  2013-01-17       Impact factor: 15.419

5.  Copper-catalyzed diastereoselective arylation of tryptophan derivatives: total synthesis of (+)-naseseazines A and B.

Authors:  Madeleine E Kieffer; Kangway V Chuang; Sarah E Reisman
Journal:  J Am Chem Soc       Date:  2013-04-03       Impact factor: 15.419

6.  10-Step Asymmetric Total Synthesis and Stereochemical Elucidation of (+)-Dragmacidin D.

Authors:  Jeffrey J Jackson; Hiroyuki Kobayashi; Sophia D Steffens; Armen Zakarian
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-30       Impact factor: 15.336

7.  A Mild and General Larock Indolization Protocol for the Preparation of Unnatural Tryptophans.

Authors:  Kangway V Chuang; Madeleine E Kieffer; Sarah E Reisman
Journal:  Org Lett       Date:  2016-09-06       Impact factor: 6.005

Review 8.  Total Syntheses of Vancomycin-Related Glycopeptide Antibiotics and Key Analogues.

Authors:  Akinori Okano; Nicholas A Isley; Dale L Boger
Journal:  Chem Rev       Date:  2017-04-24       Impact factor: 60.622

9.  Total synthesis of chloropeptin II (complestatin) and chloropeptin I.

Authors:  Joie Garfunkle; F Scott Kimball; John D Trzupek; Shinobu Takizawa; Hiroyuki Shimamura; Masaki Tomishima; Dale L Boger
Journal:  J Am Chem Soc       Date:  2009-11-11       Impact factor: 15.419

10.  Theoretical study of the regioselective cyclization of enaminones in the construction of benzofurans and indoles.

Authors:  Rafael Herrera; Francisco Méndez; Fabiola Jiménez; M Carmen Cruz; Joaquín Tamariz
Journal:  J Mol Model       Date:  2016-04-30       Impact factor: 1.810
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