Exploration of relative chemoselectivity in the hydrodechlorination of 2-chloropyridines
The chemoselectivity of hydrodechlorination in 2-chloropyridine derivatives possessing reduction-sensitive functionalities is examined. The reaction conditions employed tolerate a variety of functionalities illustrating highly chemoselective hydrodechlorination in the presence of nitrile, allyl, terminal olefin, and nitroamine functionalities in excellent yield. Chemoselective deprotection of carboxybenzyl ethers is illustrated in moderate yield.
Kinarivala, Nihar,Trippier, Paul C.
supporting information
p. 5386 - 5389
(2015/01/16)
Efficient synthesis of nebularine and vidarabine via dehydrazination of (hetero)aromatics catalyzed by CuSO4 in water
A simple dehydrazination reaction has been achieved in the presence of a catalytic amount of CuSO4 for the first time. With CuSO4 (2 mol%) as a catalyst and water as a solvent, the dehydrazination products were obtained in good yields (66-95%). Moreover, the drugs nebularine and vidarabine were afforded successfully, and vidarabine could be produced on a 0.923 kg scale, which shows good potential for industrial applications.