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Synlett 1995; 1995(11): 1165-1167
DOI: 10.1055/s-1995-5214
DOI: 10.1055/s-1995-5214
letter
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The High Pressure Diels-Alder Reactions of an Acylated Quinone Imine Ketal; A 3-Aminobenzyne Equivalent
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Publication History
Publication Date:
31 December 2000 (online)
The treatment of N-benzoyl-1-imino-p-benzoquinone-4-dimethyl ketal 1 with various dienes at 13 kbar leads to the formation of stable adducts. Treatment of these adducts with anhydrous acid leads to annulated amino benzenes and to amino naphthalenes.
Diels-Alder - high pressure - quinone imine ketal - alkaloid