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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DOI: 10.1016/j.tetlet.2005.03.090

View at Publisher Website: http://dx.doi.org/10.1016/j.tetlet.2005....

Abstract

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%.

ID Code:10219
Item Type:Article (Refereed Research - C1)
Keywords:Photodecarboxylation; Phthalimides; Cyclizations; Addition reactions; Photoinduced electron transfer
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%
Deposited On:13 Apr 2010 15:19
Last Modified:15 May 2013 01:08
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