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. 2017 Apr 1;8(4):3121-3125.
doi: 10.1039/c7sc00243b. Epub 2017 Feb 13.

A mild catalytic system for radical conjugate addition of nitrogen heterocycles

R A Aycock  1 , H Wang  1 , N T Jui  1
Affiliations

A mild catalytic system for radical conjugate addition of nitrogen heterocycles

R A Aycock et al. Chem Sci. .

Abstract

The direct addition of pyridine and diazine units to electron-poor alkenes has been achieved via a redox radical mechanism that is enabled by limiting the effective concentration of the hydrogen-atom source. The described method is tolerant of acidic functional groups and is generally applicable to the union of a wide range of Michael acceptors and 6-membered heterocyclic halides.

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Figures

Fig. 1
Fig. 1. General strategies for the synthesis of complex heteroarenes.
Scheme 1
Scheme 1. Limiting reductant (Hantzsch ester) solubility improves selectivity.
See this image and copyright information in PMC

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