… /strain reduction. Part 2. The ready availability of cis, cis-2, 4-diene-1, 6-diols and derived dibromides allows a simple and mild route to substituted 2, 7-dihydro-1 H- …

JG Walsh, PJ Furlong, DG Gilheany

Index: Walsh, James G.; Furlong, Patrick J.; Gilheany, Declan G. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 24 p. 3657 - 3665

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Abstract

Hydride reduction of a series of substituted cis, cis-2, 4-diene-1, 6-dioates 1 provided the corresponding 1, 6-diols 2, most of which were converted to the 1, 6-dibromides 3 with phosphorus tribromide. Reaction of a selection of these dibromides with primary alkylamines in the presence of sodium hydrogen carbonate provided a simple and mild synthesis of substituted dihydroazepines 4. The cleanest products were obtained with toluene-p- ...

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