Abstract
A new DTBP/Mg(NO3)2-mediated bicyclization cascade of o-arylalkynylanilines with secondary arylphosphine oxides has been developed, enabling dual C(sp2)-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.
| Original language | English |
|---|---|
| Pages (from-to) | 4512-4515 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 19 |
| Issue number | 17 |
| DOIs | |
| State | Published - Sep 1 2017 |
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Li, J., Zhang, W. W., Wei, X. J., Hao, W. J., Li, G., Tu, S. J., & Jiang, B. (2017). Synthesis of Tribenzo[b,e,g]phosphindole Oxides via Radical Bicyclization Cascades of o-Arylalkynylanilines. Organic Letters, 19(17), 4512-4515. https://doi.org/10.1021/acs.orglett.7b02071