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NMR analyses of two isomeric cyclobutanes from a [2 + 2] photocycloaddition

✍ Scribed by David E. Minter; Christopher D. Winslow; William H. Watson; Satish Bodige


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
92 KB
Volume
40
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

Complete ^1^H and ^13^C NMR assignments are reported for two isomeric cyclobutanes generated from the photochemical [2 + 2] cycloaddition of N‐methylisocarbostyril and 4‐methoxy‐3‐buten‐2‐one. The reaction is 100% regioselective and demonstrates the potential synthetic utility of de Mayo type reactions using an isocarbostyril and a stable β‐dicarbonyl enol derivative. Copyright © 2002 John Wiley & Sons, Ltd.


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✍ Döpp, Dietrich ;Hassan, Alaa A. ;Henkel, Gerald 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 432 KB

## Abstract Photoexcited 3‐acetylbenzo[__b__]thiophene (1c) adds 2‐morpholinopropenenitrile (2a) in a [2 + 2] mode at the C2C3 bond regioselectively but stereounselectively with formation of cyclobuta[__b__][1]benzothiophenes 3a and 4a. In addition, the isomeric adduct 5 is formed from 2a and ex