A re-investigation of the Fries rearrangement of 3-chlorophenyl acetate and synthesis of 2-azido-1-(4-(benzyloxy)-2-chlorophenyl)ethanone from 4-bromo-3-chlorophenol. Issue 51 (20th December 2017)

• Record Type: Journal Article
• Authors: Procopiou, Panayiotis A.; Coe, Diane M.; Procopiou, George
• Is Part Of: Tetrahedron letters. Volume 58:Issue 51(2017)
• Page Start: 4766
• Page End: 4768
• Publication Date: 2017-12-20
• Subjects: Fries rearrangement -- 3-Chlorophenyl acetate -- 2-Chloro-4-hydroxy-acetophenone -- 4-Benzyloxy-2-chlorophenacyl azide -- Heck reaction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.11.016
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A re-examination of the Fries rearrangement of 3-chlorophenyl acetate. Synthesis of 4-benzyloxy-2-chlorophenacyl azide. 2, 4-Diacetyl resorcinol. Abstract: The Fries rearrangement of 3-chlorophenyl acetate provided the expected 4-chloro-2-hydroxy-acetophenone as the major product and 2, 4-diacetyl resorcinol and 2-chloro-4-hydroxy-acetophenone as minor products. 4-Benzyloxy-2-chloroacetophenone was prepared by a Heck reaction and then elaborated to 4-benzyloxy-2-chlorophenacyl azide.