Gümüş, Mustafa KemalGorobets, Nikolay Yu.Sedash, Yuriy V.Shishkina, Svitlana V.Desenko, Sergey M.2021-04-022021-04-022017Gümüş, M. K., Gorobets, N. Y., Sedash, Y. V., Shishkina, S. V., & Desenko, S. M. (2017). Rapid formation of chemical complexity via a modified Biginelli reaction leading to dihydrofuran-2 (3H)-one spiro-derivatives of triazolo [1, 5-a] pyrimidine. Tetrahedron Letters, 58(35), 3446-3448.https://hdl.handle.net/11494/2908The work was supported by Artvin Coruh University research project (BAP-2012.F19.02.23) and Mevlana Exchange Program (MEV-2016-027).The regio- and stereoselective, catalyst-free multicomponent synthesis of spiro-conjugated dihydrofuran-2(3H)-one/triazolo[1,5-a]pyrimidine derivatives in good to high yields via a Biginelli approach starting from ortho-substituted benzaldehydes, 3-amino-1.2,4-triazole and alpha-acetylbutyrolactone is reported. A plausible reaction mechanism for this transformation is discussed. The obtained heterocycles possess a drug-like conformationally restricted structure with defined stereochemistry and increased stability compared to other products obtained by this mode of the Biginelli reaction.eninfo:eu-repo/semantics/closedAccessModified Biginelli reactionClean synthesisMulticomponent reactionDihydrofuran-2(3H)-oneTriazolo[1,5-a]pyrimidineSpiro-compoundsArticle58353446344810.1016/j.tetlet.2017.07.071Q3Q3