DABCO-Catalyzed Mono-/Diallylation of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Morita-Baylis-Hillman Carbonates

Autor:	Qiumi Wang, Sicheng Li, Guosheng Yang, Xinyu Zou, Xi Yin, Juhua Feng, Huabao Chen, Chunping Yang, Li Zhang, Cuifen Lu, Guizhou Yue
Jazyk:	angličtina
Rok vydání:	2023
Předmět:	azomethine imine allylation dipole MBH carbonate cycloaddition Organic chemistry QD241-441
Zdroj:	Molecules, Vol 28, Iss 7, p 3002 (2023)
Druh dokumentu:	article
ISSN:	28073002 1420-3049
DOI:	10.3390/molecules28073002
Popis:	Allylation of N-unsubstituted isatin N,N′-cyclic azomethine imines with Morita-Baylis-Hillman carbonates in the presence of 1–10 mol% DABCO in DCM at room temperature, rapidly gave N-allylated and N, β-diallylated isatin N,N′-cyclic azomethine imine 1,3-dipoles in moderate to high yields. The reaction features mild reaction conditions, easily practical operation, and short reaction times in most cases. Furthermore, the alkylated products were transformed into novel bicyclic spiropyrrolidine oxoindole derivatives through the [3+2] or [3+3]-cycloaddition with maleimides or Knoevenagel adducts.
Databáze:	Directory of Open Access Journals
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