Literature DB >> 17356763

First hypervalent iodine(III)-catalyzed C-N bond forming reaction: catalytic spirocyclization of amides to N-fused spirolactams.

Toshifumi Dohi1, Akinobu Maruyama, Yutaka Minamitsuji, Naoko Takenaga, Yasuyuki Kita.   

Abstract

A protic solvent, 2,2,2-trifluoroethanol (CF(3)CH(2)OH), was successfully introduced into hypervalent iodine(III)-involved catalytic cycles as an effective solvent, and the first iodoarene-catalyzed intramolecular carbon-nitrogen bond forming reaction was achieved under strong acid-free and mild conditions.

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Year:  2006        PMID: 17356763     DOI: 10.1039/b616510a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  8 in total

1.  Intercepting Wacker intermediates with arenes: C-H functionalization and dearomatization.

Authors:  Bryan S Matsuura; Allison G Condie; Ian A McBee; Ryan C Buff; Gregory J Karahalis; Corey R J Stephenson
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

Review 2.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

3.  Copper salt-catalyzed formation of a novel series of triazole-spirodienone conjugates with potent anticancer activity.

Authors:  Linghui Gu; Peng Wang; Qiu Zhong; Yuxing Deng; Jiangping Xie; Fei Liu; Fan Xiao; Shilong Zheng; Yue Chen; Guangdi Wang; Ling He
Journal:  RSC Adv       Date:  2017-01-30       Impact factor: 3.361

4.  One-pot two-step synthesis of 3-iodo-4-aryloxy coumarins and their Pd/C-catalyzed annulation to coumestans.

Authors:  Niranjan Panda; Irshad Mattan
Journal:  RSC Adv       Date:  2018-02-16       Impact factor: 4.036

5.  Synthesis of Benzannulated Medium-ring Lactams via a Tandem Oxidative Dearomatization-Ring Expansion Reaction.

Authors:  Tezcan Guney; Todd A Wenderski; Matthew W Boudreau; Derek S Tan
Journal:  Chemistry       Date:  2018-08-02       Impact factor: 5.236

Review 6.  Glycosylation reactions mediated by hypervalent iodine: application to the synthesis of nucleosides and carbohydrates.

Authors:  Yuichi Yoshimura; Hideaki Wakamatsu; Yoshihiro Natori; Yukako Saito; Noriaki Minakawa
Journal:  Beilstein J Org Chem       Date:  2018-06-28       Impact factor: 2.883

Review 7.  Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

Authors:  Fateh V Singh; Priyanka B Kole; Saeesh R Mangaonkar; Samata E Shetgaonkar
Journal:  Beilstein J Org Chem       Date:  2018-07-17       Impact factor: 2.883

8.  ¹⁷O-Dynamic NMR and DFT investigation of bis(acyloxy)iodoarenes.

Authors:  Luca Fusaro; Francesca Mocci; Michel Luhmer; Giovanni Cerioni
Journal:  Molecules       Date:  2012-10-26       Impact factor: 4.411

  8 in total

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