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Heterodiene cycloadditions: Synthesis and oxidation of pyrano[3,2,b]indoles into spiro derivatives

✍ Scribed by Jean-Yves Mérour; Ahmed Mamai; Béatrice Malapel; Philippe Gadonneix

Book ID
104207417
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
999 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

l-Acetyl-2-benzyltdene-2,3-dihydroindol-3-ones reacted with vinyl ethers and vmyl thioethers to afford substituted pyrano[3&b]indoles; these compounds were oxidized, using Jones reagent, to spirolactones or to 0x0 acetals with m-CPBA in the presence of boron trifluoride.

📜 SIMILAR VOLUMES

Clean synthesis of spiro[indole-3,8′-phe
Clean synthesis of spiro[indole-3,8′-phenaleno[1,2-b]pyran]-9′-carbonitriles and spiro[indole-3,4′-pyrano[4,3-b]pyran]-3′-carbonitriles by one-pot, three-component reactions
✍ Ramin Ghahremanzadeh; Tayebeh Amanpour; Ayoob Bazgir 📂 Article 📅 2009 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 85 KB

## Abstract magnified image An environmentally benign three‐component reaction in aqueous media has been reported for the synthesis of spiro[indole‐3,8′‐phenaleno[1,2‐__b__]pyran]‐9′‐carbonitriles and spiro[indole‐3,4′‐pyrano[4,3‐__b__]pyran]‐3′‐carbonitriles. J. Heterocyclic Chem., (2010).