Photochemical benzylic bromination in continuous flow using BrCCl3 and its application to telescoped p-methoxybenzyl protection?
Organic & Biomolecular Chemistry Pub Date: 2019-01-22 DOI: 10.1039/C9OB00044E
Abstract
BrCCl3 represents a rarely used benzylic brominating reagent with complementary reactivity to other reagents. Its reactivity has been revisited in continuous flow, revealing compatibility with electron-rich aromatic substrates. This has brought about the development of a p-methoxybenzyl bromide generator for PMB protection, which was successfully demonstrated on a pharmaceutically relevant intermediate on 11 g scale, giving 91% yield and a PMB-Br space–time-yield of 1.27 kg L?1 h?1.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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