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Cronk WC, Mukhina OA, Kutateladze AG. Intramolecular photoassisted cycloadditions of azaxylylenes and postphotochemical capstone modifications via Suzuki coupling provide access to complex polyheterocyclic biaryls. J Org Chem. 2014;79(3):1235-46doi: 10.1021/jo4026447.
Cronk, W. C., Mukhina, O. A., & Kutateladze, A. G. (2014). Intramolecular photoassisted cycloadditions of azaxylylenes and postphotochemical capstone modifications via Suzuki coupling provide access to complex polyheterocyclic biaryls. The Journal of organic chemistry, 79(3), 1235-46. https://doi.org/10.1021/jo4026447
Cronk, W Cole, et al. "Intramolecular photoassisted cycloadditions of azaxylylenes and postphotochemical capstone modifications via Suzuki coupling provide access to complex polyheterocyclic biaryls." The Journal of organic chemistry vol. 79,3 (2014): 1235-46. doi: https://doi.org/10.1021/jo4026447
Cronk WC, Mukhina OA, Kutateladze AG. Intramolecular photoassisted cycloadditions of azaxylylenes and postphotochemical capstone modifications via Suzuki coupling provide access to complex polyheterocyclic biaryls. J Org Chem. 2014 Feb 07;79(3):1235-46. doi: 10.1021/jo4026447. Epub 2014 Jan 14. PMID: 24397435.
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J Org Chem. 2014 Feb 07;79(3):1235-46. doi: 10.1021/jo4026447. Epub 2014 Jan 14.

Intramolecular photoassisted cycloadditions of azaxylylenes and postphotochemical capstone modifications via Suzuki coupling provide access to complex polyheterocyclic biaryls.

The Journal of organic chemistry

W Cole Cronk, Olga A Mukhina, Andrei G Kutateladze

Affiliations

  1. Department of Chemistry and Biochemistry, University of Denver , Denver, Colorado 80208, United States.

PMID: 24397435 DOI: 10.1021/jo4026447

Abstract

Modular preassembly of azaxylylene photoprecursors, halogen-substituted in the aromatic ring, their intramolecular [4 + 4] or [4 + 2] cycloadditions to tethered unsaturated pendants, and subsequent postphotochemical capstone modification of the primary photoproducts via Suzuki coupling provides rapid access to diverse biaryls of unprecedented topology. This synthetic sequence allows for rapid growth of molecular complexity and is well aligned with methodology of Diversity-Oriented Synthesis.

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