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Synthesis of Tribenzo[b,e,g]phosphindole Oxides via Radical Bicyclization Cascades of o-Arylalkynylanilines.
- Source :
-
Organic letters [Org Lett] 2017 Sep 01; Vol. 19 (17), pp. 4512-4515. Date of Electronic Publication: 2017 Aug 23. - Publication Year :
- 2017
-
Abstract
- A new DTBP/Mg(NO <subscript>3</subscript> ) <subscript>2</subscript> -mediated bicyclization cascade of o-arylalkynylanilines with secondary arylphosphine oxides has been developed, enabling dual C(sp <superscript>2</superscript> )-H functionalization along with the cleavage of the C-N bond. The combination between regioselective P-centered radical-triggered [3 + 2] cyclization and C-centered radical-induced cross-coupling in a one-pot manner delivered 27 examples of tribenzo[b,e,g]phosphindole oxides with generally high regioselectivity. A reasonable mechanism for forming such products involving radical addition-cyclization cascade is proposed.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 19
- Issue :
- 17
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 28832169
- Full Text :
- https://doi.org/10.1021/acs.orglett.7b02071