Literature DB >> 26745524

Synthesis of Isocoumarins via Silver(I)-Mediated Annulation of Enol Esters.

Niranjan Panda1, Priyadarshini Mishra1, Irshad Mattan1.   

Abstract

Silver-mediated annulation of 2-iodo enol esters leading to 4- and 3,4-substituted isocoumarins was accomplished selectively at room temperature. Coupling of 2-iodo benzoic acids with enolates that were produced in situ from the simple esters was also performed to produce isocoumarins under analogous reaction conditions. Owing to the mildness of the current protocol, 4-acyl 3-substituted isocoumarins were efficiently produced without any deacylation.

Entities:  

Year:  2016        PMID: 26745524     DOI: 10.1021/acs.joc.5b02602

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  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

2.  Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation.

Authors:  Rasmi P Bhaskaran; Kalinga H Nayak; Beneesh P Babu
Journal:  RSC Adv       Date:  2021-07-13       Impact factor: 4.036

3.  Selective oxymetalation of terminal alkynes via 6-endo cyclization: mechanistic investigation and application to the efficient synthesis of 4-substituted isocoumarins.

Authors:  Yuji Kita; Tetsuji Yata; Yoshihiro Nishimoto; Kouji Chiba; Makoto Yasuda
Journal:  Chem Sci       Date:  2018-06-15       Impact factor: 9.825

  3 in total

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