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Photoisomerization as a trigger for Bergman cyclization: synthesis and reactivity of azoenediynes.

作者信息

Kar Moumita, Basak Amit, Bhattacharjee Manish

机构信息

Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India.

出版信息

Bioorg Med Chem Lett. 2005 Dec 15;15(24):5392-6. doi: 10.1016/j.bmcl.2005.09.005. Epub 2005 Oct 19.

DOI:10.1016/j.bmcl.2005.09.005
PMID:16236507
Abstract

Cyclic enediynes 1a and 2a containing stable E-azo moiety (azoenediynes) have been synthesized. These compounds upon irradiation with long wavelength UV isomerize to the Z-compounds 1b and 2b, which can be thermally reisomerized to the Z compounds. Reactivity studies toward BC using DSC predictably indicate higher reactivity for the Z-isomers. Our studies may provide a novel way to modulate the reactivity of enediynes under thermal or photochemical conditions.

摘要

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