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通过银(I)介导的烯醇酯环化反应合成异香豆素

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

作者信息

Panda Niranjan, Mishra Priyadarshini, Mattan Irshad

机构信息

Department of Chemistry, National Institute of Technology Rourkela , Rourkela-769008, Odisha, India.

出版信息

J Org Chem. 2016 Feb 5;81(3):1047-56. doi: 10.1021/acs.joc.5b02602. Epub 2016 Jan 22.

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

摘要

银介导的2-碘代烯醇酯环化反应在室温下选择性地实现了生成4-取代和3,4-二取代异香豆素。还进行了2-碘代苯甲酸与由简单酯原位生成的烯醇盐的偶联反应,以在类似反应条件下生成异香豆素。由于当前方法的温和性,高效地制备了4-酰基-3-取代异香豆素,且没有任何脱酰基反应。

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