Ferric nitrate-promoted oxidative esterification of toluene with N-hydroxyphthalimide: Synthesis of N-hydroxyimide esters. Issue 27 (4th July 2018)

• Record Type: Journal Article
• Authors: Li, Pingping; Sun, Jian; Xu, Xiaohe; Mi, Zhisheng; Lin, Yuyan; Cheng, Jingya; Bai, Renren; Xie, Yuanyuan
• Is Part Of: Tetrahedron letters. Volume 59:Issue 27(2018)
• Page Start: 2640
• Page End: 2643
• Publication Date: 2018-07-04
• Subjects: Cross-dehydrogenative coupling -- Toluene derivatives -- N-Hydroxyimidates; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.05.058
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Using inexpensive Fe(NO3 )3 ·9H2 O as a radical initiator. Using O2 as an green oxidant. Synthesis of N -hydroxyimide esters from toluene and N -hydroxyphthalimide. Abstract: A ferric nitrate-promoted cross-dehydrogenative coupling reaction of N -hydroxyphthalimide (NHPI) with toluene derivatives is reported. The reaction proceeded smoothly using molecular oxygen as an oxidant, providing an efficient method for the synthesis of N -hydroxyimide esters. Furthermore, a plausible mechanism was proposed.