Synthesis of Tricyclic Tetrazoles by Cascade Diazotization/Intramolecular Radical C-H Heteroarylation of Arenes

Heun Jong Ha, Bora Kim, Subin Jo, Sugyeong Kim, Junho Park, Chang Woo Cho

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

A cascade diazotization/intramolecular radical C-H heteroarylation of 1-benzyloxy-5-aminotetrazoles and 1-phenethyl-5-aminotetrazoles as substrates using sodium nitrite and acetic acid without any heating, catalysis, irradiation, or electrolysis is reported. This one-pot reaction afforded the desired tricyclic tetrazole products in good yields (up to 94%) without isolation of the diazonium salt intermediate under mild reaction conditions.

Original languageEnglish
Pages (from-to)2714-2725
Number of pages12
JournalJournal of Organic Chemistry
Volume88
Issue number5
DOIs
StatePublished - 3 Mar 2023

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