Catalyst-controlled regioselective synthesis of benzotriazlolodiazepin-7-ones and benzotriazolodiazocin-8-ones

Kai Chi Chen, Indrajeet J. Barve, Chung Ming Sun*

*Corresponding author for this work

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

A catalyst-controlled highly chemoselective and regioselective intramolecular cycloamidation of triazol-1-ylbenzamides toward the synthesis of scarcely known heterocycles is reported. In the presence of a palladium catalyst, this cycloisomerization reaction afforded substituted benzotriazlolodiazepin-7-ones via intramolecular insertion of a palladium into C-C triple bond in a 7-exo-dig way. Alternatively, the use of a silver catalyst in the reaction produced substituted benzotriazolodiazocin-8-ones in a highly regioselective manner through 8-endo-dig intramolecular ring closure.

Original languageEnglish
Pages (from-to)428-432
Number of pages5
JournalOrganic Letters
Volume22
Issue number2
DOIs
StatePublished - 17 Jan 2020

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