118910-28-4Relevant academic research and scientific papers
Carbon Dioxide-Mediated C(sp2)-H Arylation of Primary and Secondary Benzylamines
Kapoor, Mohit,Chand-Thakuri, Pratibha,Young, Michael C.
, p. 7980 - 7989 (2019/05/22)
C-C bond formation by transition metal-catalyzed C-H activation has become an important strategy to fabricate new bonds in a rapid fashion. Despite the pharmacological importance of ortho-arylbenzylamines, however, effective ortho-C-C bond formation of free primary and secondary benzylamines using PdII remains an outstanding challenge. Presented herein is a new strategy for constructing ortho-arylated primary and secondary benzylamines mediated by carbon dioxide (CO2). The use of CO2 with Pd is critical to allowing this transformation to proceed under relatively mild conditions, and mechanistic studies indicate that it (CO2) is directly involved in the rate-determining step. Furthermore, the milder temperatures furnish free amine products that can be directly used or elaborated without the need for deprotection. In cases where diarylation is possible, an interesting chelate effect is shown to facilitate selective monoarylation.
Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes
Gyenes, Ferenc,Bergmann, Kathryn E.,Welch, John T.
, p. 2824 - 2828 (2007/10/03)
A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.
2-(alkylamino)acetamide derivatives
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, (2008/06/13)
Compounds are provided of the following general structure: STR1 wherein R4 is lower alkyl (C1 -C4); R1 is hydrogen or methyl, R2 is hydrogen or methyl, R3 is lower alkyl (C1 -Cs
2-azacyclocarboxamide derivatives
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, (2008/06/13)
Compounds are provided of the following general structure: STR1 wherein A is 2-pyrrolidinyl, 2-piperidinyl or 4-thiazolidinyl and R and R1 are independently selected from hydrogen and methyl. They are useful for providing sedative and antiepile
2-[(2-aminoacetyl)amino]acetamide derivatives
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, (2008/06/13)
Compounds are provided of the following general structure: STR1 wherein R1, R2, R3 and R4 are hydrogen or methyl and where R5 and R6 are independently selected from hydrogen or fluorine. Th
