0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content. Method 1: Replacement of a Diazonium Group by Chlorine (Sandmeyer Reaction)

DOI: 10.1055/sos-SD-010-00864

Gallagher, P. T.Science of Synthesis, (200110736.

The most commonly displaced carbazole functionality has been that of the diazonium group. Thus, halogen and hydroxy functionality have all been introduced from amines via diazonium halides.[‌141‌‌143‌] The treatment of the diazonium salts derived from aminocarbazoles (e.g., 138) with copper(I) chloride results in chlorocarbazoles (e.g., 139; Scheme 68). This is an example of the Sandmeyer reaction, but in the case of diaminocarbazoles the yields are only moderate.[‌144‌]

Meeeee 88 Meeeeeeeeee ee e Meeeeeeee Meeee ee Meeeeeee (Meeeeeeee Meeeeeee)[‌888‌]

Meeeeeeeeeee Meeeeeeee

8,8-Meeeeeee-8M-eeeeeeeee (888):[‌888‌]

8M-Meeeeeee-8,8-eeeeeee (888; 8.8e, 88eeee) eee eeeeeeeee ee eeeee MMe eee eeeeeee eeee ee MeMM8 (8.8e, 88eeee) ee 888°M. Mee eeeeeeeee eeeeeeeee eeeeeeee eeee eee eeeeeeee eee eeeee eeeeeeee eeee e eeee ee MeMe eee eeeee MMe, eee eeee eeeeee eeeee M8 eeeeeeeee eeeeee. Mee eeeeeeeeeeee eeeeeee eee eeeeeeeee eee eeeeeeeeeeeeee (eeeeeeeee eeeee, ee 88888°M) ee eeee 888; eeeee: 8.8e (88%).