Abstract
Cyclohexa-2,4-diene-1-one sulfone derivate undergoes ring cleavage to afford bis-amides containing a diene moiety on irradiation with visible light in the presence of various diamines.
Highlights
We previously reported that the photochemical ring cleavage of cyclohexa-2,4-dienones represents a new and high yielding method for labeling the terminal amino functionality of amino acids and peptides [1]
Since the pioneering work of Barton and Quinkert [2], it has been established that the cleavage of cyclohexa-2,4-dien-1-ones by photolysis using UV light generates ketenes [3]
For the cleavage of the dienones of type 1, it was found that UV light can be replaced by visible light, a highly desirable feature for ketene generation in the presence of light sensitive chromophores in peptides or in DNA [4]
Summary
We previously reported that the photochemical ring cleavage of cyclohexa-2,4-dienones represents a new and high yielding method for labeling the terminal amino functionality of amino acids and peptides [1]. For the cleavage of the dienones of type 1, it was found that UV light can be replaced by visible light, a highly desirable feature for ketene generation in the presence of light sensitive chromophores in peptides or in DNA [4].
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