A core switching strategy to pyrrolo[2,3-b]quinolines and diazocino[1,2-a]indolinones?
Organic & Biomolecular Chemistry Pub Date: 2016-08-30 DOI: 10.1039/C6OB01566B
Abstract
Two novel core-switching rearrangements to natural product-like privileged scaffolds that proceed in up to 99% yield have been developed. The deviation away from planarity of the central N-acyl urea carbonyl, caused by the structure of the medium-sized ring, dictates the exclusive reaction outcome. Proposed mechanisms and products for the reaction pathways are supported by small molecule X-ray crystallography and an isolated intermediate. Twenty-four novel rearrangement products are reported.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4