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Transition-Metal-Free Site-Selective γ-C(sp2)-H Monoiodination of Arenes Directed by an Aliphatic Keto Group.
Bian, Hong-Li; Tang, Shi-Zhong; Chen, Meng-En; Zhang, Xiao-Ming; Lv, Jian-Wei; Chen, Xiao-Wei; Qi, Feng-Ming; Chen, Shi-Wu; Zhang, Fu-Min.
Afiliação
  • Bian HL; State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
  • Tang SZ; School of Pharmacy, Lanzhou University, Lanzhou 730000, China.
  • Chen ME; State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
  • Zhang XM; State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
  • Lv JW; State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
  • Chen XW; State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
  • Qi FM; State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
  • Chen SW; State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
  • Zhang FM; School of Pharmacy, Lanzhou University, Lanzhou 730000, China.
Org Lett ; 22(14): 5314-5319, 2020 Jul 17.
Article em En | MEDLINE | ID: mdl-32589432
ABSTRACT
A general γ-C(sp2)-H iodination method directed by an aliphatic keto group has been developed under transition-metal-free conditions for the first time, generating iodoarenes in good to excellent yields with excellent site selectivity. This protocol features a wide range of aryl-substituted ketones, short reaction times, mild reaction conditions, and scalable synthetic procedures. A possible reaction mechanism was also proposed based on several control experiments.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article