Synthesis of Hindered Biaryls via Aryne Addition and in Situ Dimerization
ORGANIC LETTERS, cilt.17, sa.11, ss.2649-2651, 2015 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 17 Sayı: 11
- Basım Tarihi: 2015
- Doi Numarası: 10.1021/acs.orglett.5b01115
- Dergi Adı: ORGANIC LETTERS
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.2649-2651
- Bursa Uludağ Üniversitesi Adresli: Evet
Özet
Benzynes generated under Knochel conditions from 2-iodophenylsulfonates and (PrMgCl)-Pr-i smoothly add to thiol, selenol, and amine nucleophiles. Treatment of the resulting aryl Grignard intermediate with a copper salt and an organic oxidant then affords symmetrical biaryls in good yield. 3-Substituted arynes undergo regioselective addition, enabling synthesis of atropisomeric biaryls with chelating S, Se, or N groups in the 2,2' positions.