K. Tsushima, M. Hatakoshi, Matsuo Noritada
Aug 1, 1985
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Journal
Agricultural and biological chemistry
Abstract
A synthesis of nitrogen analogues of the natural insect anti-juvenile hormones precocene I and II is reported. The crucial step of this synthesis is thermal cyclization of the N-alkynylaniline 3 into the corresponding 1,2-dihydroquinoline when promoted by a copper catalyst. Biological testing of the anti-juvenile hormone activity was carried out against Callosobruchus chinensis by observing the inhibition of eclosion. The 7-methoxy analogue showed higher activity than the 6,7-dimethoxy analogue. However, the former showed lower activity than precocene I.