ChemInform Abstract: 1,3,4,5-Tetrahydroazepin-2-ones by Dearomatizing Anionic Cyclization of N-Allyl-1-naphthamides.
Abstract
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ChemInform Abstract
Treatment of 1-naphthamides (I) bearing N-allylic substituents with tBuLi and DMPU results in cyclization to seven-membered lactams providing the first example of an organolithium-CC cyclization leading to a seven-membered ring. No cyclization is observed in the case of substrate (IX).