Large nitrogen-containing rings are preparable in very good yields by the “zip” reaction. Thus the 17-membered lactam can be transformed, as the Na salt, into (2) by reaction with acrylonitrile and then with H2/Pt; in the presence of K[NH(CH2)3NH2], (2) rearranges with ring expansion to (3). Compound (1) was obtained analogously from the 13-membered lactam.
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Kramer et al. (1977) studied this question.
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