14773-42-3Relevant articles and documents
Pd-Catalyzed Regio- and Stereoselective sp3 C?H Arylation of Primary Aliphatic Amines: Mechanistic Studies and Synthetic Applications
Ha, Hyeonbin,Choi, Ho Jeong,Park, Hahyoun,Gwon, Yunyeong,Lee, Jiin,Kwak, Jaesung,Kim, Min,Jung, Byunghyuck
supporting information, p. 1136 - 1145 (2021/02/12)
The Pd-catalyzed γ-position sp3?C?H arylation of primary amines bearing an aliphatic chain or cycloalkyl substituent and related mechanistic studies are disclosed. 3-Bromo-2-hydroxybenzaldehyde plays a key role in γ-position sp3?C?H arylation as a transient directing group (TDG) to assist the regio- and stereoselective C?H activation of a Pd catalyst, and the development of a tandem reaction to transform 1°-amines into γ-aryl-substituted ketones demonstrates synthetic utility. Density functional theory (DFT)-based calculations revealed the detailed reaction mechanism and the origins of the high selectivity (γ-position and cis-only). The X-ray crystal structure of the isolated endo-palladacycle intermediate supported the DFT results, and a kinetic isotope experiment confirmed the results of DFT calculations indicating that the C?H activation step via simultaneous palladation and deprotonation is rate-determining.
Investigation of dopamine analogues: Synthesis, mechanistic understanding, and structure-property relationship
Hu, Huamin,Dyke, Jason Christopher,Bowman, Brett Allen,Ko, Ching-Chang,You, Wei
, p. 9873 - 9882 (2016/10/07)
Dopamine, perhaps the simplest molecule that covalently links catechol and amine, together with its derivatives, has shown impressive adhesive and coating properties with its polymers. However, the scope of the molecules is rather limited, and the polymer
SYNTHESIS OF POLYCYCLIC ALKALOIDS
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Paragraph 0204, (2013/09/26)
Disclosed embodiments concern polycyclic alkaloid compounds and methods for their use and synthesis. Particular embodiments concern polycyclic alkaloids having a fused, six-membered ring, while other embodiments concern polycyclic alkaloids having a fused