Regioselective Radical Alkene Amination Strategies by Using Phosphite-Mediated Deoxygenation
Keyword(s):
Nitrogen-containing compounds are an essential motif in all disciplines of chemistry and the efficient synthesis of these frameworks is a highly sought-after goal. Presented here is a summary of recent efforts conducted by our group to develop radical-mediated amination strategies for the formal synthesis of primary amines from alkenes with exclusive anti-Markovnikov regioselectivity. We have found that N-hydroxyphthalimide is an effective reagent capable of supplying both the N and H atoms for alkene hydroamination in a group transfer radical addition-type mechanism. Furthermore, allyl-oxyphthalimide derivatives are similarly capable of radical group transfers and allow for the aminoallylation of an external alkene.
2012 ◽
Vol 77
(7)
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pp. 3159-3180
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1976 ◽
Vol 98
(10)
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pp. 3022-3023
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2019 ◽
Vol 2019
(35)
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pp. 6024-6027
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1998 ◽
Vol 63
(24)
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pp. 9131-9134
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