Reductive electrophilic C–H alkylation of quinolines by a reusable iridium nanocatalyst DOI Creative Commons

Rong Xie,

Wenhui Mao,

Huanhuan Jia

et al.

Chemical Science, Journal Year: 2021, Volume and Issue: 12(41), P. 13802 - 13808

Published: Jan. 1, 2021

The incorporation of a coupling step into the reduction unsaturated systems offers desirable way for diverse synthesis functional molecules, but it remains to date challenge due difficulty in controlling chemoselectivity. Herein, by developing new heterogeneous iridium catalyst composed Ir-species (Ir δ+) and N-doped SiO2/TiO2 support (Ir/N-SiO2/TiO2), we describe its application reductive electrophilic mono dialkylations quinolines with various 2- or 4-functionalized aryl carbonyls benzyl alcohols utilizing renewable formic acid as reductant. This catalytic transformation practical platform direct access vast range alkyl THQs, proceeding excellent atom-efficiency, good substrate scope group tolerance, reusable abundantly available feedstocks, generation water carbon dioxide by-products. work opens door further develop more useful organic transformations under catalysis.

Language: Английский

The synthesis and structure of pyridine-oxadiazole iridium complexes and catalytic applications: Non-coordinating-anion-tuned selective C N bond formation DOI
Wei Yao, Yilin Zhang,

Haiyan Zhu

et al.

Chinese Chemical Letters, Journal Year: 2019, Volume and Issue: 31(3), P. 701 - 705

Published: Aug. 28, 2019

Language: Английский

Citations

41
Ni0/Niδ+ Synergistic Catalysis on a Nanosized Ni Surface for Simultaneous Formation of C–C and C–N Bonds DOI
Jian Zhang, Zhe An, Yanru Zhu

et al.

ACS Catalysis, Journal Year: 2019, Volume and Issue: 9(12), P. 11438 - 11446

Published: Nov. 5, 2019

Simultaneous formation of C–C/C–N bonds provides insight into the bottom-up synthesis N-heterocycles. This work reports Ni0/Niδ+ synergistic catalysis on surface Ni nanoparticles for highly efficient one-pot bonds, affording 1,2,3,4-tetrahydroquinoline and its derivatives from 2-amino benzyl alcohol ethanol without any addition liquor base or external hydrogen. has been achieved by regulating particle size activating with O2. In dehydrogenation −CH2–OH to −CH═O, C══C C═N via concurrent cross-condensation, transformation C═C/C═N hydrogen transfer, found be rate-determining step. Reducing effectively increases number Niδ+ sites, which accelerates catalytic through between Ni0 sites. The sites can further increased appropriately

Language: Английский

Citations

39
Ligand-tuned cobalt-containing coordination polymers and applications in water DOI

Rong Tao,

Yike Yang, Haiyan Zhu

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(23), P. 8452 - 8461

Published: Jan. 1, 2020

Co-CIA could realize the alkylation of ketones and alcohols, alcohols without extra bases organic solvents, while Co-NCIA was effective for synthesis 1-benzyl-2-aryl-1H-benzo[d]imidazoles from various phenylenediamine benzyl in water.

Language: Английский

Citations

36
Straightforward access to novel indolo[2,3-b]indoles via aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles DOI
Taoyuan Liang,

Lingzhen Gong,

He Zhao

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(18), P. 2807 - 2810

Published: Jan. 1, 2020

Unprecedented direct access to novel 2-diarylaminoindolo[2,3-b]indoles via aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles is demonstrated.

Language: Английский

Citations

35
Reductive electrophilic C–H alkylation of quinolines by a reusable iridium nanocatalyst DOI Creative Commons

Rong Xie,

Wenhui Mao,

Huanhuan Jia

et al.

Chemical Science, Journal Year: 2021, Volume and Issue: 12(41), P. 13802 - 13808

Published: Jan. 1, 2021

The incorporation of a coupling step into the reduction unsaturated systems offers desirable way for diverse synthesis functional molecules, but it remains to date challenge due difficulty in controlling chemoselectivity. Herein, by developing new heterogeneous iridium catalyst composed Ir-species (Ir δ+) and N-doped SiO2/TiO2 support (Ir/N-SiO2/TiO2), we describe its application reductive electrophilic mono dialkylations quinolines with various 2- or 4-functionalized aryl carbonyls benzyl alcohols utilizing renewable formic acid as reductant. This catalytic transformation practical platform direct access vast range alkyl THQs, proceeding excellent atom-efficiency, good substrate scope group tolerance, reusable abundantly available feedstocks, generation water carbon dioxide by-products. work opens door further develop more useful organic transformations under catalysis.

Language: Английский

Citations

31