Publication Details:

Title: Thioarylative Radical Cyclization of Yne-Dienone

Author(s)	Rajendra K. Mallick, Shubham Dutta, Rajeshwer Vanjari, Arnaud Voituriez, and Akhila K. Sahoo : J. Org. Chem. 2019, 84, 16, 10509-10517
Journal Name	The journal of Organic Chemistry
journal image URL	http://chemistry.uohyd.ac.in/~aks/wp-content/uploads/jocmallick.png

More Details:

We herein demonstrated a N-hydroxyphthalimide (NHPI)-mediated chemo- and regioselective radical cyclization of yne-dienone with thiols to construct 3-thioaryl bearing [6,6]-fused dihydrochromenone derivatives. This transformation tolerates common functional groups and has broad scope. The reaction proceeds via the attack of a thioaryl radical to alkyne over the activated Michael acceptor. The TEMPO quenching experiment suggests the involvement of a radical intermediate. Synthetic versatility of 3-thioaryldihydrochromenones is also showcased.