Without the use of catalysts and
oxidants, a facile and sustainable
electrochemical bromination protocol was developed. By introducing
the directing groups, the regioselectivity of pyridine derivatives
could be controlled at the meta-position utilizing
the inexpensive and safe bromine salts at room temperature. A variety
of brominated pyridine derivatives were obtained in 28–95%
yields, and the reaction could be readily performed at a gram scale.
By combining the installation and removing the directing group, the
concept of meta-bromination of pyridines could be
verified.
Heteroatom-heteroatom linkage, with SÀ S bond as a presentative motif, served a crucial role in biochemicals, pharmaceuticals, pesticides, and material sciences. Thus, preparation of the privileged scaffold has always been attracting tremendous attention from the synthetic community. However, classic protocols suffered from several drawbacks, such as toxic and unstable agents, poor functional group tolerance, multiple steps, and explosive oxidizing regents as well as the transitional metal catalysts. Electrochemical organic synthesis exhibited a promising alternative to the traditional chemical reaction due to the sustainable electricity can be employed as the traceless redox agents. Hence, toxic and explosive oxidants and/or transitional metals could be discarded under mild reaction with high efficiency. In this context, a series of electrochemical approaches for the construction of heteroatom-heteroatom bond were reviewed. Notably, most of the cases illustrated the dehydrogenative feature with the clean energy molecules hydrogen as the sole by-product.
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