Photodecarboxylative cyclizations of ω-phthalimido-ortho-phenoxy carboxylates

Kim, Ae Rhan, Lee, Kyoung-Sub, Lee, Cheon-Woo, Yoo, Dong Jin, Hatoum, Fadi, and Oelgemöller, Michael (2005) Photodecarboxylative cyclizations of ω-phthalimido-ortho-phenoxy carboxylates. Tetrahedron Letters, 46 (19). pp. 3395-3398.

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ω-Phthalimido-ortho-phenoxy carboxylates efficiently undergo photodecarboxylative cyclizations in reasonable to good yields of 12–75%. Although the photocyclization efficiency decreases with increasing carbon chain lengths, target ring sizes up to 15 are successfully realized. Likewise, intermolecular photodecarboxylative additions of ω-phenoxy carboxylates to N-methyl phthalimide give hydroxyphthalimidines in yields of 45–73%.

Item ID: 10219
Item Type: Article (Research - C1)
ISSN: 0040-4039
Keywords: Photodecarboxylation; Phthalimides; Cyclizations; Addition reactions; Photoinduced electron transfer
Date Deposited: 13 Apr 2010 05:19
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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