2011•Chemical CommunicationsRequires access
Tandem [5+1] annulation–isocyanide cyclization: efficient synthesis of hydroindolones
He Wang, Yu‐Long Zhao, Chuan‐Qing Ren, Aboubacar Diallo, Qun Liu
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Abstract
A new strategy for the rapid construction of functionalized reduced indoles starting from activated methylene isocyanides and 1,5-dielectrophilic 5-oxohepta-2,6-dienoates (and their equivalents) through a [5+1] annulation-isocyanide cyclization cascade under basic conditions has been developed. This strategy allows the synthesis of polysubstituted dihydroindolones and tetrahydroindolones in high to excellent yields under extremely mild conditions in a single step.