Organic Letters
Organic Letters
5 years ago

Two-Step, One-Pot Synthesis of Visible-Light-Responsive 6-Azopurines

Two-Step, One-Pot Synthesis of Visible-Light-Responsive 6-Azopurines
Ben L. Feringa, Wiktor Szymanski, Dušan Kolarski
The first general two-step, one-pot synthetic route to 6-azopurines is presented. Microwave-assisted nucleophilic aromatic substitution of protected 6-chloropurines with hydrazines or hydrazides, followed by metal-free oxidation with oxygen, gives 6-azopurines in high to excellent yields. Photophysical studies revealed intensive n−π* absorption band that makes trans-to-cis photoswitching possible using visible light (λ = 530 nm).

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02361

DOI: 10.1021/acs.orglett.7b02361

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