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- Title
A Ring Expansion Route to Benzofused N‐Heterocycles Through Aryne Insertion into 1,3‐Diaza‐heterocycles.
- Authors
Yang, Yun; Xu, Yue; Jones, Christopher R.
- Abstract
Arynes have been found to undergo formal σ‐bond insertion into a C(sp3)–N bond for the first time. This transformation is utilized in the ring expansion of 1,3‐diaza‐heterocycles to afford benzofused medium‐ring N‐heterocycles in a single step. This represents a novel route to biologically relevant 2,3,4,5‐tetrahydro‐1H‐benzo[e][1,4]diazepines, prepared directly from easily accessible imidazolidines. An example of the ring expansion of a 1,3‐diazetidine is also reported, which affords the corresponding 1,2,3,4‐tetrahydroquinazoline.
- Subjects
IMIDAZOLIDINES; ARYNE; HETEROCYCLIC compounds; NITROGEN
- Publication
European Journal of Organic Chemistry, 2019, Vol 2019, Issue 31/32, p5196
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201900570