TY - JOUR A1 - Nakayama, Kaii A1 - Kamiya, Hidehiro A1 - Okada, Yohei T1 - Radical cation Diels–Alder reactions of arylidene cycloalkanes JF - Beilstein Journal of Organic Chemistry PY - 2022/// VL - 18 SP - 1100 EP - 1106 SN - 1860-5397 DO - 10.3762/bjoc.18.112 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.18.112 KW - arylidene cycloalkane KW - Diels–Alder reaction KW - radical cation KW - single-electron transfer KW - spiro ring system N2 - TiO2 photoelectrochemical and electrochemical radical cation Diels–Alder reactions of arylidene cycloalkanes are described, leading to the construction of spiro ring systems. Although the mechanism remains an open question, arylidene cyclobutanes are found to be much more effective in the reaction than other cycloalkanes. Since the reaction is completed with a substoichiometric amount of electricity, a radical cation chain pathway is likely to be involved. ER -