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Synthetic approaches to 4,8-dimethyl-5′-(N-pyridiniummethyl)- 4′,5′-dihydropsoralens and 4,8-dimethyl-5′- (N-aminomethyl)- 4′,5′-dihydropsoralens

✍ Scribed by Marilyn S. Whittemore; Ned D. Heindel; Ivan Jabin; Christophe Guillon; Thomas E. Mcneel; Robert D. Rapp; Diane E. Heck; Jeffrey D. Laskin

Book ID
102345212
Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
76 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

New synthetic approaches to 4,8‐dimethyl‐5′‐(N‐pyridiniummethyl)‐4′,5′‐dihydropsoralens and 4,8‐dimemyl‐5′‐(N‐aminomethyl)‐4′,5′‐dihydropsoralens are described. The 5′‐halomethyl‐4′,5′‐dihydro‐psoralen precursors are formed by electrophilic ring closures of 4,8‐dimethyl‐6‐allyl‐7‐hydroxycoumarin. The ring‐closure reactions may also be applied to the synthesis of 5′‐halomethyl‐4‐methyl‐4′,5′‐dihydroangelicins. The compounds are potential therapeutic agents for improved psoralen ultraviolet A radiation treatment.

📜 SIMILAR VOLUMES

Synthetic approaches to 3-substituted-5′
Synthetic approaches to 3-substituted-5′-(N-pyridiniummethyl)-4′,5′-dihydropsoralen
✍ Ivan Jabin; Ned D. Heindel; Robert D. Rapp; Jeffrey D. Laskin 📂 Article 📅 2000 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 732 KB

## Abstract New synthetic approaches to 3‐substituted‐5′‐(__N__‐pyridiniummethyl)‐4′,5′‐dihydropsoralens are described. The novel pathways presented utilize appropriately substituted coumarins and 4′,5′‐dihydropsoralens. The compounds proposed represent potential therapeutic agents for psoralen uv