Tandem Intramolecular Diels-Alder/retro-Diels-Alder Approach to Dihydrofuro[2,3-c]pyrroles and Related Fused Dihydrofurans: Reac on Scope and Computa onal Insight
Тип публікації :
Препринт
Дата випуску :
12 березня 2026 р.
Автор(и) :
Ihor Kishko
Roman I Kotsiubchyk
Eugeniy N. Ostapchuk
Alexander B. Rozhenko
Alla I Vaskevych
Ye Pashenko
M. B. Vovk
Dmytro M. Volochnyuk
eKNUTSHIR URL :
Журнал :
ChemRxiv
Цитування :
[APA 7] Ihor, K., Roman, I. K., Eugeniy, N. O., Alexander, B. R., Alla, I. V., Ye, P., M., B. V., Dmytro, M. V., & Serhiy, R. (2026). Tandem Intramolecular Diels-Alder/retro-Diels-Alder Approach to Dihydrofuro[2,3-c]pyrroles and Related Fused Dihydrofurans: Reac on Scope and Computa onal Insight. ChemRxiv,. https://doi.org/10.26434/chemrxiv.15000836/v1
[ДСТУ] Tandem Intramolecular Diels-Alder/retro-Diels-Alder Approach to Dihydrofuro[2,3-c]pyrroles and Related Fused Dihydrofurans: Reac on Scope and Computa onal Insight / K. Ihor та ін. ChemRxiv. 2026. DOI: 10.26434/chemrxiv.15000836/v1 (дата звернення: 11.09.2026).
A one-pot cascade combining an intramolecular Diels-Alder cycloaddi on with a 3,6-di(2-pyridyl)-1,2,4,5-tetrazine-triggered retro-Diels-Alder sequence converts furan-alkyne precursors into par ally saturated, furan-fused heterobicycles, with 5/5 systems accessible while 5/6 analogues remain unreac ve under similar condi ons. The method requires an electron-withdrawing alkyne subs tuent and accommodates diverse bridging atoms (O, S, N-Boc, C) and C-5 furan subs tu on, providing modular access to compact sp 2 /sp 3 hybrid scaffolds. Computa onal (DFT) analysis iden fies intramolecular [4+2] cycloaddi on as the ratedetermining step and ra onalizes subs tuent effects.
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