First synthesis of acylated nitrocyclopropanes

• Kento Iwai,
• Rikiya Kamidate,
• Khimiya Wada,
• Haruyasu Asahara and
• Nagatoshi Nishiwaki

Beilstein J. Org. Chem. 2023, 19, 892–900, doi:10.3762/bjoc.19.67

• bulkier. The obtained nitrocyclopropane was transformed into furan upon treatment with tin(II) chloride via a ring-opening/ring-closure process. Keywords: acetoxyiodine; conjugate addition; dihydrofuran; nitroalkene; nitrocyclopropane; Introduction 3-Arylated 2-nitrocyclopropane-1,1-dicarbonylic acid

• . A plausible mechanism explaining the experimental results is illustrated in Scheme 5. In this reaction, acetoxyiodine serves as the active species [13][24]. Nitronic acid, one of the tautomers of 4, attacks the acetoxyiodine to afford α-iododerivative 12. After the carbonyl moiety tautomerized to