AI Article Synopsis
- A new method involving copper as a catalyst is introduced for creating dibenzoazepines through a specific intramolecular reductive cyclization process.
- The technique uses 2'-vinyl-biaryl-2-imines as starting materials and achieves high yields and selectivity, producing bridged biarylamines with a range of stereogenic characteristics.
- Additionally, the same catalyst can perform a related reaction to produce useful boronic ester derivatives, all under mild conditions and adaptable to various aromatic and heterocyclic compounds.
Article Abstract
A copper-catalyzed asymmetric intramolecular reductive cyclization for the synthesis of dibenzo[,]azepines is described. Use of 2'-vinyl-biaryl-2-imines as substrates and formed [Cu/(Ph-BPE)] as the catalyst enables the synthesis of 7-membered bridged biarylamines containing both central and axial stereogenic elements in high yields (up to 98%) and with excellent diastereo- and enantioselectivities (>20 : 1 d.r., up to 99% ee). Moreover, the same catalyst was found to facilitate a related borylative cyclization to afford versatile boronic ester derivatives. Both reactions proceed under mild conditions (rt) and are applicable to a variety of substituted aromatic and heterocyclic derivatives.
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Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8635211 | PMC |
| http://dx.doi.org/10.1039/d1sc04980a | DOI Listing |
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