One-pot and metal-free synthesis of 3-arylated-4-nitrophenols via polyfunctionalized cyclohexanones from β-nitrostyrenes

• Haruyasu Asahara,
• Minami Hiraishi and
• Nagatoshi Nishiwaki

Beilstein J. Org. Chem. 2020, 16, 1830–1836, doi:10.3762/bjoc.16.150

• with Danishefsky’s diene could be conducted in one pot to directly afford the corresponding nitrophenols. Moreover, a heteroaryl group, e.g., a thienyl group could be introduced into the nitrophenol framework. Keywords: 3-arylated-4-nitrophenol; Danishefsky’s diene; Diels–Alder reaction; nitroalkene

• (CH), 129.3 (CH), 134.8 (C), 138.1 (C), 139.8 (C), 142.3 (C), 158.9 (C). One-pot synthesis of 3-arylated-4-nitrophenol 5b To a solution of Danishefsky’s diene (2, 129.2 mg, 0.75 mmol) in toluene (1 mL), nitrostyrene 1b (90.0 mg, 0.50 mmol) was added, and the resulting mixture was heated at 120 °C for