3-Cyclohexenylamines

Some of the / -dicarbonyl compounds and substituted ketones obtained in the above-mentioned ways can be used without isolation for a wide variety of further reactions. For instance, Hiinig and his co-workers472 used such compounds for preparation of long-chain acids the 2-acylcyclohexanones obtained from A,A-dialkyl-l-cyclohexenylamine and an acyl chloride were cleaved by acid to co-acyl hexanoic acids, whose oxo groups were then reduced by the Wolff-Kishner method ... 

The ability of sulfenes to add in [4 + 2] fashion with conjugated ketoenamines and [2 + 2] fashion with enamines (and unconjugated ketoenamines) was used by Opitz and coworkers as evidence that acylation of cyclohexenylamines gives a mixture of conjugated and unconjugated ketoenamines (equation 86)199. 

Reductive coupling of enynes or dienes perhydroindoles. Reaction of ZrCp2 with the cyclohexenylamine 1 in THF at 25° results in a zirconacycle (a) that is hydrolyzed by HCI (10%) to the perhydroindole 2 (75% yield). The Zr—C bonds can be cleaved by various other electrophiles to give substituted perhydroindoles. Treatment of a with CO gives the tricyclic ketone 3. 

Sinitsa AD, Nebogatova LO, Bonadyk SV (1978) Reaction of 1-substituted 2,2,2-trichloroisocyanates with cyclohexenylamines. J Org Chem USSR 14 522-525... 

The B—N reaction has also been used for the preparation of octahydroiso-quinolines from cyclohexenylamines (Scheme 27) (81HC139,72JHC1441, 73JHC217,73CPB2359). 

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