Double Heteroatom Functionalization of Arenes Using Benzyne Three-Component Coupling

Garcia-Lopez J., Cetin M., Greaney M. F.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, cilt.54, sa.7, ss.2156-2159, 2015 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 54 Sayı: 7
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1002/anie.201410751
  • Dergi Adı: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2156-2159
  • Bursa Uludağ Üniversitesi Adresli: Evet

Özet

Arynes participate in three-component coupling reactions with N, S, P, and Se functionalities to yield 1,2-heteroatom-difunctionalized arenes. Using 2-iodophenyl aryl-sulfonates as benzyne precursors, we could effectively add magnesiated S-, Se-, and N-nucleophilic components to the strained triple bond. In the same pot, addition of electrophilic N, S, or P reagents and a copper(I) catalyst trapped the intermediate aryl Grignard to produce a variety of 1,2-difunctionalized arenes.