The Journal of Organic Chemistry

Photochemistry of dispiro-1, 3-cyclobutanediones in methylene chloride and methanol solutions

AP Krapcho, B Abegaz

Index: Krapcho,A.P.; Abegaz,B. Journal of Organic Chemistry, 1974 , vol. 39, # 15 p. 2251 - 2255

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Citation Number: 7

Abstract

The photolysis of dione 3 (n= 4) in methylene chloride leads mainly to the isomeric, photolabile enol lactone 6. Diones 3 (n= 5, 6, or 7) on irradiation in methylene chloride solutions lead to 20, 50, and 40% yields of 4 (n= 5, 6, or 7), respectively. Pentamethyleneketene and hexamethyleneketene were also formed from diones 3 (n= 6 or 7). Little cycloelimination occurs in the case of dione 3 (n= 5). Small amounts of ...