Synthesis of cycloalkynes via photochemical decarboxylation of omega-phthalimidoalkynoates.
The photodecarboxylation reactions of omega-phthalimidoalkynoates have been studied and the influence of the geometrically restricted acetylene linker on the photocyclization efficiency investigated. Less flexible starting materials give solely CO(2)H/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.
Department of Chemistry, Seonam University, 720 Gwangchi-Dong, Namwon-Si, Chonbuk 590-711, Korea. djyoo@seonam.ac.kr
Dong Jin
DJ
Yoo
Eun Young
EY
Kim
Michael
M
Oelgemöller
Sang Chul
SC
Shim