Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones

Niall McCreanor, Steven Stanton, John Bower

Research output: Contribution to journalArticle (Academic Journal)

24 Citations (Scopus)
289 Downloads (Pure)

Abstract

Rhodacyclopentanones derived from carbonylative C-C activation of cyclopropyl ureas can be “captured” by pendant nucleophiles prior to “collapse” to 1,3-diazepanes. The choice of N-substituent on the cyclopropane unit controls the oxidation level of the product, such that C4-C5 unsaturated or saturated systems can be accessed selectively. The results outlined here validate a potentially general approach to medium-ring heterocycles
Original languageEnglish
Pages (from-to)11465-11468
Number of pages4
JournalJournal of the American Chemical Society
Volume138
Issue number36
Early online date2 Sep 2016
DOIs
Publication statusPublished - 14 Sep 2016

Structured keywords

  • BCS and TECS CDTs

Fingerprint Dive into the research topics of 'Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones'. Together they form a unique fingerprint.

Cite this