Yoo, Dong Jin, Kim, Eun Young, Oelgemöller, Michael, and Shim, Sang Chul (2004) Synthesis of cycloalkynes via photochemical decarboxylation of ω-phthalimidoalkynoates. Photochemical & Photobiological Sciences, 3 (3). pp. 311-316.

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Abstract

The photodecarboxylation reactions of -phthalimidoalkynoates have been studied and the influence of the geometrically restricted acetylene linker on the photocyclization efficiency investigated. Less flexible starting materials give solely CO2H/H-exchange products in good yields. In contrast, derivatives with appropriate chain lengths give the corresponding macrocycles in fair to moderate isolated yields. Furthermore, photodecarboxylative addition of alkynoates to N-methylphthalimide gives hydroxyphthalimidines in acceptable yields.

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