26819-08-9Relevant articles and documents
Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines
Yi, Jaeeun,Kim, Hyun Tae,Jaladi, Ashok Kumar,An, Duk Keun
supporting information, p. 129 - 132 (2021/11/17)
Transformation of relatively less reactive functional groups under catalyst-free conditions is an interesting aspect and requires a typical protocol. Herein, we report the synthesis of various primary, secondary, and tertiary amines through hydroboration of amides using pinacolborane under catalyst-free and solvent-free conditions. The deoxygenative hydroboration of primary and secondary amides proceeded with excellent conversions. The comparatively less reactive tertiary amides were also converted to the corresponding N,N-diamines in moderate yields under catalyst-free conditions, although alcohols were obtained as a minor product.
Bis(trialkylsilyl) peroxides as alkylating agents in the copper-catalyzed selective mono-: N -alkylation of primary amides
Sakamoto, Ryu,Sakurai, Shunya,Maruoka, Keiji
supporting information, p. 6484 - 6487 (2017/07/10)
The copper-catalyzed selective mono-N-alkylation of primary amides with bis(trialkylsilyl) peroxides as alkylating agents was reported. The results of a mechanistic study suggest that this reaction should proceed via a free radical process that includes the generation of alkyl radicals from bis(trialkylsilyl) peroxides.
Metal-Free Synthesis of Dibenzoxazepinones via a One-Pot SNAr and Smiles Rearrangement Process: Orthogonality with Copper-Catalyzed Cyclizations
Hurst, Timothy E.,Kitching, Matthew O.,Da Frota, Lívia C. R. M.,Guimar?es, Keller G.,Dalziel, Michael E.,Snieckus, Victor
supporting information, p. 1455 - 1460 (2015/06/30)
Reported is the transition-metal-free synthesis of substituted dibenzoxazepinones using a convergent domino SNAr-Smiles rearrangement-SNAr process. Substrate-scope investigations demonstrated the critical importance of ring electroni