LAUSR.org creates dashboard-style pages of related content for over 1.5 million academic articles. Sign Up to like articles & get recommendations!

Diastereoselective synthesis of tetrahydrobenzo[b]azocines by Lu(OTf)3-catalyzed [4+4] cycloaddition of donor-acceptor cyclobutanes with anthranils.

Photo by dylhunter from unsplash

The construction of N-heterocyclic eight-membered rings remains challenging due to unfavorable transannular strain. Herein, we report a Lu(OTf)3-catalyzed formal [4+4] cycloaddition reaction of cyclobutane 1,1-diesters with anthranils to deliver oxa-bridged… Click to show full abstract

The construction of N-heterocyclic eight-membered rings remains challenging due to unfavorable transannular strain. Herein, we report a Lu(OTf)3-catalyzed formal [4+4] cycloaddition reaction of cyclobutane 1,1-diesters with anthranils to deliver oxa-bridged eight-membered heterocycles. This methodology provides great potential to build complex azocine compounds from simple building blocks. Based on our preliminary mechanism studies, a probable mechanism for this annulation pathway has been proposed.

Keywords: diastereoselective synthesis; otf catalyzed; tetrahydrobenzo azocines; azocines otf; synthesis tetrahydrobenzo; cycloaddition

Journal Title: Chemical communications
Year Published: 2022

Link to full text (if available)


Share on Social Media:                               Sign Up to like & get
recommendations!

Related content

More Information              News              Social Media              Video              Recommended



                Click one of the above tabs to view related content.