AI Article Synopsis
- An efficient Pd-catalyzed domino reaction converts α,α-dialkyl-(2-bromoaryl)methanols into 6,6-dialkyl-6H-benzo[c]chromenes.
- The process involves a unique five-membered Pd(II)-cycle, which includes domino homocoupling, β-carbon cleavage, and an intramolecular Buchwald-Hartwig cyclization.
- This reaction showcases the breaking of five σ-bonds and formation of two new σ-bonds, highlighting the capabilities of transition metal catalysis.
Article Abstract
An efficient Pd-catalyzed domino reaction of α,α-dialkyl-(2-bromoaryl)methanols to 6,6-dialkyl-6H-benzo[c]chromenes is presented. Their formation can be explained via a five membered Pd(II)-cycle that efficiently involves a domino homocoupling with the second molecule, β-carbon cleavage, and finally intramolecular Buchwald-Hartwig cyclization. This domino process effectively involves breaking of five σ-bonds (2C-Br, 2O-H, and a C-C) and formation of two new σ-bonds (C-C and C-O). This mechanistic pathway is unprecedented and further illustrates the power of transition metal catalysis.
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| http://dx.doi.org/10.1021/ol2032625 | DOI Listing |
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