Metal‐Free Bicyclization for the Construction of N−O Fused Tetracyclic Isoquinolones

Author:

Lv Zhenwei1,Li Yan1,Cai Lingchao1,Song Liangliang1ORCID

Affiliation:

1. Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals International Innovation Center for Forest Chemicals and Materials College of Chemical Engineering Nanjing Forestry University, 210037Nanjing, Jiangsu (China)

Abstract

AbstractA hypervalent iodine‐mediated bicyclization of N‐alkoxybenzamides for the synthesis of polyheterocycles is reported. Through metal‐free strategy, various N−O fused tetracyclic isoquinolones are synthesized in moderate to good yields at room temperature. The tetracyclic isoquinolones show good fluorescent properties, with maximum emission wavelength ranging from 442 to 459 nm. Notably, preliminary antifungal activity investigations indicate that N−O fused tetracyclic isoquinolones show good activities towards crop and forest pathogenic fungi. One of them exhibits 75.9 % antifungal activity towards C. chrysosperma, which is much better than the positive control.

Funder

Natural Science Foundation of Jiangsu Province

Natural Science Research of Jiangsu Higher Education Institutions of China

National Natural Science Foundation of China

Publisher

Wiley

Subject

Organic Chemistry

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