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My friend tried to synthesise a carbazole through deoxygenation with a precursor containing methoxy and hydroxy groups, beside the nitrogroup.

But the ringclosing reaction did not went as atiscipated. She tried three deoxyganating agents:
- the ordinary cadogan reductive cyclization with (EtO)3P
- PPh3
- hexamethyl disilane

All methods produced biproducts. And the last, even reacted with the solvent, even though it was done in Ortho dichloride benzene.

Have anyone done a carbazole synthesis? And do you have experience with the functional groups described above, in the synthesis?