The Fischer indolisation reaction and the synthesis of dihydroindenoindoles
The Fischer reaction between indanones and certain alkoxyarylhydrazines fails; the indanones are returned unreacted and the arylhydrazines are converted into the corresponding alkoxy-2-chloroarylamines and other products.A new N-amination route to arylhydrazines from the arylamines has been developed and it has been demonstrated that problems with the indolisation of alkoxyarylhydrazones can be circumvented by ring closures of their O-tosylated analogues.Some results using the Lepke synthesis of indoles are recorded.
Brown, David W.,Mahon, Mary F.,Ninan, Aleyamma,Sainsbury, Malcolm,Shertzer, Howard G.
p. 8919 - 8932
(2007/10/02)
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