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Synthesis and reactivity of formyl-substituted photochromic 3,3-diphenyl-[3H]-naphtho[2,1-b]pyrans

✍ Scribed by Karine Chamontin; Vladimir Lokshin; Valérie Rossollin; André Samat; Robert Guglielmetti


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
549 KB
Volume
55
Category
Article
ISSN
0040-4020

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✦ Synopsis


Synthetic accesses to formylated photochromic 3,3-diphenyl-[3H]-naphthopyrans (or 2/-/benzochromenes) are developed through classical cyclization between appropriate hydroxynaphthaldehydes and l,l-diphenylpropyne-l-ol and also via substituent Wansfonnations on the naphthopyran skeleton including bromine/lithium exchange and the oxidation of an hydroxymethyl group. Examples of formyl group reactivity (Wittig and Knoevenagel reactions, imine formation) from these compounds are given, showing their interest in the subsequent preparation of supramolecular systems involving a photoreactive entity.


📜 SIMILAR VOLUMES


Synthetic approaches to 3H-naphtho[2,1-b
✍ Amitabh Jha; Po-Jung Jimmy Huang 📂 Article 📅 2009 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 200 KB

## Abstract magnified image Naphtho[2,1‐__b__]pyran nuclei are prevalent in natural products with significant biological and medicinal properties. 3,3‐Disubstituted 3__H__‐naphtho[2,1__‐b__]pyrans are photochromic and find use in electronic display systems, ophthalmic lenses, optical switches, and