93419-03-5Relevant academic research and scientific papers
Nickel(ii)-catalyzed addition of aryl-, alkenyl-, and alkylboronic acids to alkenylazaarenes
Liu, Xing-Yu,Tan, Yun-Xuan,Wang, Xin,Xu, Hao,Wang, Yu-Hui,Tian, Ping,Lin, Guo-Qiang
supporting information, p. 4038 - 4042 (2020/05/18)
A nickel(II)-catalyzed addition of aryl-, alkenyl-, and alkylboronic acids to alkenylazaarenes was presented. This reaction exhibited high efficiency (up to 93% yield), a broad substrate scope (seven types of heterocycles), and good functional group compatibility. The resulting products can be further transformed to many useful building blocks. Finally, the preliminary studies suggested that the adjacent N atom of the heterocycles was essential for the high reactivity.
Enantioselective Alkylation of 2-Alkylpyridines Controlled by Organolithium Aggregation
Gladfelder, Joshua J.,Ghosh, Santanu,Podunavac, Ma?a,Cook, Andrew W.,Ma, Yun,Woltornist, Ryan A.,Keresztes, Ivan,Hayton, Trevor W.,Collum, David B.,Zakarian, Armen
supporting information, p. 15024 - 15028 (2019/10/22)
Direct enantioselective α-alkylation of 2-alkylpyridines provides access to chiral pyridines via an operationally simple protocol that obviates the need for prefunctionalization or preactivation of the substrate. The alkylation is accomplished using chiral lithium amides as noncovalent stereodirecting auxiliaries. Crystallographic and solution NMR studies provide insight into the structure of well-defined chiral aggregates in which a lithium amide reagent directs asymmetric alkylation.
Organoselenium-Catalyzed Regioselective C?H Pyridination of 1,3-Dienes and Alkenes
Liao, Lihao,Guo, Ruizhi,Zhao, Xiaodan
supporting information, p. 3201 - 3205 (2017/03/17)
An efficient approach for organoselenium-catalyzed regioselective C?H pyridination of 1,3-dienes to form pyridinium salts has been developed. This method was also successfully applied to direct C?H pyridination of alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as pyridine sources in the pyridination reactions. The obtained pyridinium salts could be further converted under different conditions. This work is the first example of catalytic C-2 direct C?H functionalization of 1,3-dienes and the first case of organoselenium-catalyzed C?H pyridination.
An efficient synthesis of 2-alkylpyridines using an alkylation/double decarboxylation strategy
Donald, Craig,Boyd, Scott
, p. 3853 - 3856 (2012/08/13)
We have discovered a novel route for synthesising 2-alkylpyridines by exploiting the decarboxylation of pyridyl malonate esters. Herein we report the synthesis of a number of examples and describe how the reaction was discovered.
Synthesis of 4-Phenyl-1,2,3,4-tetrahydroquinolizinium Salts and Their Hydrogenated Derivatives
Czarnocki, Zbigniew,Wrobel, Jerzy T.
, p. 201 - 210 (2007/10/02)
A new method of construction of quinolizidine nucleus is described.Olefinic compounds 1-4 upon hydrogen bromide addition cyclized into quinolizinium salts 5-8 which after hydrogenation yielded quinolizidines 5a-8a.Stereochemistry of all compounds obtained
N-bromoamides as Reagents for Novel Synthesis of Indolizidine Derivatives
Czarnocki, Zbigniew,Wrobel, Jerzy
, p. 225 - 232 (2007/10/02)
Two synthetic routes towards indolizidine derivatives using N-bromoamides are presented.Radical bromination of ketone 1 with N-bromosuccinimide led to indolizidone 3.Olefine 4 in protic conditions was converted in the presence of N-bromoacetamide into ind
