Literature DB >> 14535724

2-Aryl and 2-heteroaryl indoles from 1-alkynes and o-iodotrifluoroacetanilide through a domino copper-catalyzed coupling-cyclization process.

Sandro Cacchi1, Giancarlo Fabrizi, Luca M Parisi.   

Abstract

[reaction: see text] A general method for the synthesis of 2-aryl and 2-heteroaryl indoles from aryl iodides and 1-alkynes through a domino copper-catalyzed process is reported. The best results have been obtained with [Cu(phen)(PPh(3))(2)]NO(3) in the presence of K(3)PO(4) in toluene or dioxane at 110 degrees C. 2-Aryl and 2-heteroaryl indoles can also be isolated in good yields by using catalysts derived from CuI and PPh(3) in dioxane at 110 degrees C.

Entities:  

Year:  2003        PMID: 14535724     DOI: 10.1021/ol035378r

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


  4 in total

1.  A cycloisomerization/Friedel-Crafts alkylation strategy for the synthesis of pyrano[3,4-b]indoles.

Authors:  Matthew R Medeiros; Scott E Schaus; John A Porco
Journal:  Org Lett       Date:  2011-07-08       Impact factor: 6.005

2.  Novel isatin-indole derivatives as potential inhibitors of chorismate mutase (CM): their synthesis along with unexpected formation of 2-indolylmethylamino benzoate ester under Pd-Cu catalysis.

Authors:  Gangireddy Sujeevan Reddy; Kazi Amirul Hossain; Jetta Sandeep Kumar; B Thirupataiah; Rebecca Kristina Edwin; Varadaraj Bhat Giliyaru; Raghu Chandrashekhar Hariharapura; G Gautham Shenoy; Parimal Misra; Manojit Pal
Journal:  RSC Adv       Date:  2020-01-02       Impact factor: 4.036

3.  A copper(ii)-catalyzed annulative formylation of o-alkynylanilines with DMF: a single-step strategy for 3-formyl indoles.

Authors:  Balaji Ganesan; Gopal Chandru Senadi; Bing-Chun Guo; Min-Yuan Hung; Wei-Yu Lin
Journal:  RSC Adv       Date:  2018-12-07       Impact factor: 3.361

4.  Synthesis of 2-Substitued Indoles via Pd-Catalysed Cyclization in an Aqueous Micellar Medium.

Authors:  Sofia Siciliano; Elena Cini; Maurizio Taddei; Giorgia Vinciarelli
Journal:  Molecules       Date:  2021-06-26       Impact factor: 4.411

  4 in total

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