Synthesis of nitrogen-containing polycycles on the basis of a new method of o-quinonemethide imine generation

Y Ito, S Miyata, M Nakatsuka…

文献索引：Ito,Y.; Miyata,S.; Nakatsuka,M. Journal of the American Chemical Society, 1981 , vol. 103, p. 5250

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被引用次数: 47

摘要

A representative procedure for the intramolecular Diels-Alder reaction of o-quinone methide N-alkenylimine intermediate (6) is exemplified by the synthesis of benzo [c] quinolizidine (7b). To a refluxing suspension of 304 mg (2 mmol) of CsF in 10 mL of acetonitrile, a solution of 400 mg (1 mmol) of [o-[(trimethylsilyl) hex-5-enylamino] benzyl] trimethylammonium bromide (9)'in 10 mL of acetonitrile was added dropwise over 1 h and then heated at ...