A synthetic route to 1,4-disubstituted tetrahydro-β-carbolines and tetrahydropyranoindoles via ring-opening/Pictet–Spengler reaction of aziridines and epoxides with indoles/aldehydes DOI
Imtiyaz Ahmad Wani, Gaurav Goswami, sahid sk

et al.

Organic & Biomolecular Chemistry, Journal Year: 2019, Volume and Issue: 18(2), P. 272 - 287

Published: Dec. 4, 2019

A route to 1,4-disubstituted tetrahydro-β-carbolines and tetrahydropyrano[3,4-b]indoles in high yields stereoselectivity via SN2-type ring opening/Pictet–Spengler reaction of aziridines epoxides with indoles is described.

Language: Английский

Assembly of functionalized π-extended indolizine polycycles through dearomative [3+2] cycloaddition/oxidative decarbonylation DOI

Shaojing Jin,

Lele Wang,

Huabin Han

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 57(3), P. 359 - 362

Published: Dec. 8, 2020

An unexpected construction of functionalized π-extended indolizine polycycles through a one-pot two-step process comprising the base-promoted dearomative [3+2] cycloaddition and DDQ-mediated oxidative decarbonylation was developed.

Language: Английский

Citations

35

Organocatalytic and enantioselective [4+2] cyclization between hydroxymaleimides and ortho-hydroxyphenyl para-quinone methide-selective preparation of chiral hemiketals DOI
Min Xiang, Chenyi Li,

Xiang‐Jia Song

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(94), P. 14825 - 14828

Published: Jan. 1, 2020

A highly effective and enantioselective organocatalytic [4+2] cyclization has been disclosed, a series of new chiral hemiketals containing chromane succinimide frameworks have firstly prepared in excellent results with 100% atom efficacy.

Language: Английский

Citations

33

Stereoselective construction of azepine-containing bridged scaffolds via organocata-lytic bicyclization of yne-allenone esters with nitrones DOI

Mengfan Li,

Shaoqing Shi, Ting Xu

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(4), P. 107751 - 107751

Published: Aug. 23, 2022

Language: Английский

Citations

19

Stereocontrolled construction of six vicinal stereogenic centers on a hexahydroxanthone framework through a formal [2+1+3] annulation DOI

Shun-Qin Chang,

Xiong Zou,

Yi Gong

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(93), P. 14003 - 14006

Published: Jan. 1, 2019

The first example of a bifunctional donor–donor 3C synthon formed in situ from an activated methine with nitromethane through [2+1] Michael addition, further directing one-pot organocascade Michael/Henry cycloaddition was developed.

Language: Английский

Citations

35

Diastereoselective construction of cage-like and bridged azaheterocycles through dearomative maximization of the reactive sites of azaarenes DOI

Hong-Jie Miao,

Xuguan Bai,

Lele Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 8(2), P. 204 - 211

Published: Oct. 29, 2020

A highly diastereoselective multicomponent dearomative multifunctionalization of N-alkyl activated azaarenes with 1,5-diazapentadienium salts has been developed to access structurally rigid and synthetically challenging cage-like bridged azaheterocycles.

Language: Английский

Citations

32

Metal-Free Radical Annulation of Oxygen-Containing 1,7-Enynes: Configuration-Selective Synthesis of (E)-3-((Arylsulfonyl)methyl)-4-Substituted Arylidenechromene Derivatives DOI

Kaimin Mao,

Mouwang Bian,

Lei Dai

et al.

Organic Letters, Journal Year: 2020, Volume and Issue: 23(1), P. 218 - 224

Published: Dec. 22, 2020

A novel strategy for the synthesis of (E)-3-((arylsulfonyl)methyl)-4-substituted benzylidenechromene derivatives via a metal-free radical annulation reaction oxygen-containing 1,7-enynes with thiosulfonates has been developed. The shows broad substrate scope, wide functional group tolerance, and moderate to excellent yields. Moreover, were well driven achieve bifunctionalization oxo-1,7-enynes which derived from aliphatic alkynes. In addition, (E)-configuration products was highly controlled by structure 1,7-enyne.

Language: Английский

Citations

31

An unexpected multi-component one-pot cascade reaction to access furanobenzodihydropyran-fused polycyclic heterocycles DOI

Jiaomei Guo,

Hong-Jie Miao,

Yang Zhao

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(36), P. 5207 - 5210

Published: Jan. 1, 2019

An unexpected multi-component one-pot cascade reaction of hydroxyketones with ortho-hydroxychalcones has been developed to afford an array new furanobenzopyran-fused polycyclic compounds complex molecular architectures. This not only establishes a mode but also provides expedient and convenient synthetic strategy access heterocycles.

Language: Английский

Citations

30

Diastereoselective trifunctionalization of pyridinium salts to access structurally crowded azaheteropolycycles DOI

Zhaohui Cui,

Kuan Zhang,

Lijie Gu

et al.

Chemical Communications, Journal Year: 2021, Volume and Issue: 57(74), P. 9402 - 9405

Published: Jan. 1, 2021

A highly diastereoselective dearomative trifunctionalization of pyridinium salts with multifunctional o -hydroxy aromatic azomethine ylides has been established to assemble challenging and architecturally crowded fused pentacycles.

Language: Английский

Citations

24

Diastereo- and Enantioselective 1,6-Conjugate Addition of 2-Azaarylacetamides to para-Quinone Methides DOI
Yan Wang, Kaixuan Wang, Weidi Cao

et al.

Organic Letters, Journal Year: 2019, Volume and Issue: 21(15), P. 6063 - 6067

Published: July 23, 2019

A chiral Mg(II)/N,N′-dioxide complex was found to be highly effective in promoting the diastereo- and enantioselective 1,6-conjugate addition of various azaarylacetamides p-quinone methides under mild reaction conditions. Various azaarene derivatives containing gem(1,1)-diaryl skeletons were obtained good yields, dr, excellent ee values. Meanwhile, on basis insight gained from control experiments as well single-crystal structure product, a possible transition state proposed explain origin coordination stereoinduction.

Language: Английский

Citations

28

Chemistry of 3-cyanoacetyl indoles: synthesis, reactions and applications: a recent update DOI Creative Commons
Abolfazl Olyaei, Mahdieh Sadeghpour

RSC Advances, Journal Year: 2023, Volume and Issue: 13(31), P. 21710 - 21745

Published: Jan. 1, 2023

Indole is a significant nitrogen-based heterocycle with particular importance in the synthesis of heterocyclic scaffolds.

Language: Английский

Citations

7