Primary amides to amines or nitriles: a dual role by a single catalyst

We report a manganese-catalyzed hydrosilylative reduction of various primary amides to amines (25 examples). On simple modification of the reaction conditions such as in the presence of a catalytic amount of secondary amide, the same catalyst can transform the primary amides into intermediate nitril...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-10, Vol.55 (79), p.11868-11871
Hauptverfasser: Das, Hari S, Das, Shyamal, Dey, Kartick, Singh, Bhagat, Haridasan, Rahul, Das, Arpan, Ahmed, Jasimuddin, Mandal, Swadhin K
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Sprache:eng
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Zusammenfassung:We report a manganese-catalyzed hydrosilylative reduction of various primary amides to amines (25 examples). On simple modification of the reaction conditions such as in the presence of a catalytic amount of secondary amide, the same catalyst can transform the primary amides into intermediate nitrile compounds (16 examples) in excellent yields. This is the first example where such a controlled catalytic transformation of primary amides to amines or nitriles with a single catalyst has been demonstrated. We report the first earth abundant single mononuclear Mn( iii ) complex which can selectively and catalytically transform primary amides to nitriles as well as reduce primary amides to amines.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc05856g