期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2018, 期 29, 页码 3957-3964出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201800679
关键词
Heterocycles; Homogeneous catalysis; Multicatalytic reactions; ortho-Quinonemethides; Synthetic methods
资金
- MINECO-Spain [CTQ2016-76794-P]
- Ministerio de Educacion y Ciencia (MEC)-Spain (FPU)
- FICYT of Principado de Asturias
A new catalytic reaction to synthesize structurally complex hexahydrochromeno[2,3-b]pyrrole derivatives from simple 3-butynamine and 2-(hydroxymethyl)phenol derivatives is described. The process is promoted by a dual catalytic system formed by a gold complex and a Lewis acid (boron trifluoride). The reaction involves the synchronized transformation of the starting materials into two reactive intermediates, a cyclic enamine derivative and an ortho-quinone methide, that subsequently react between them through a formal [4+2] cycloaddition to furnish the final poly-heterocyclic product in a straightforward way.
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