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Photochemical [2 + 2] cycloaddition of the C  N bond of pteridine-2,4,7-triones to alkenes

✍ Scribed by Nishio, Takehiko ;Nishiyama, Tadashi ;Omote, Yoshimori

Publisher
John Wiley and Sons
Year
1988
Tongue
English
Weight
353 KB
Volume
1988
Category
Article
ISSN
0947-3440

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✦ Synopsis

Photocycloadditions of ptcridinc-L4,7-triones to alkenes are describcd. Irradiation of the pteridine-2,4,7-triones I ab in the prescncc of electron-deficient and neutral alkenes 2 gave the azetidines 3-11 through [ 2 + 5 ] cycloaddition reaction of the carbonnitrogen double bond of the ptcridine-2,4,7-trione to the ;ilkencs in a rcgiospccilic manner.

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(2 + 2)-Cycloaddition of o-quinones to N
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✍ W. Verboom; A. V. E. George; L. Brandsma; H. J. T. Bos 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 394 KB

## Abstract Addition of 9,10‐phenanthrenequinone or 3,5‐di‐__tert__‐butyl‐__o__‐benzoquinone to __N,N__‐dialkyl‐3‐alken‐1‐ynyl‐1‐amines R^2^‐CHCH‐C≡C‐NR^1^~2~ (**4**) gives quinoid α‐alkenyl‐γ‐oxo‐α,β‐unsaturated carboxamides **6** or **8**, respectively; these undergo a spontaneous ring‐closure,