Enantioselective Copper-Catalyzed Electrophilic Dearomative Azidation of β-Naphthols.

Clicks: 281
ID: 58328
2019
The first example of copper-catalyzed enantioselective dearomative azidation of β-naphthols using a readily available N-transfer reagent is reported. A series of 2-hydroxy-1-naphthamides bearing a complex -substituent were converted to the corresponding products in high yields with up to 96% ee, and chiral 1-azido-2-hydroxy-1-naphthoates were obtained with up to 90% ee under mild reaction conditions. The azides could be further transformed into the corresponding 1,2,3-triazoles smoothly via "click" reaction.
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Authors Wang, Chong-Ji;Sun, Jian;Zhou, Wei;Xue, Jing;Ren, Bing-Tao;Zhang, Guang-Yi;Mei, Yan-Le;Deng, Qing-Hai;
Journal Organic letters
Year 2019
DOI 10.1021/acs.orglett.9b02604
URL
Keywords
Organic Chemistry hepatocellular carcinoma click reaction toxicology breast adenocarcinoma ethinylestradiol pharmaceutical chemistry β-keto-1,2,3-triazoles

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