Electrochemical site-selective direct C–H sulfenylation and selenylation of a chromone-fused-indolizine (CFI) skeleton

Pooja Kumari Jat; Lalit Yadav; Amreen Chouhan; Kusum Ucheniya; Satpal Singh Badsara

doi:10.1039/d3cc00867c

journal article Jan 01, 2023

Electrochemical site-selective direct C–H sulfenylation and selenylation of a chromone-fused-indolizine (CFI) skeleton

Pooja Kumari Jat Lalit Yadav Amreen Chouhan Kusum Ucheniya Satpal Singh Badsara

Chemical Communications Vol. 59 No. 36 pp. 5415-5418 · Royal Society of Chemistry (RSC)

View at Publisher Save 10.1039/d3cc00867c

Abstract

For the first time, we report the transition metal-free electrochemical site-selective direct C–H sulfenylation/selenylation of chromone-fused indolizine compounds (CFIs) to afford the corresponding CFIs thioethers and selenoethers in 58–96% yields.

Topics

No keywords indexed for this article. Browse by subject →

References

47

[1]

Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry

Minghao Feng, Bingqing Tang, Steven H. Liang et al.

Current Topics in Medicinal Chemistry 2016 10.2174/1568026615666150915111741

[2]

Zhao Eur. J. Med. Chem. (2019) 10.1016/j.ejmech.2018.11.017

[3]

Scott Sulfur Chemistry, Top. Curr. Chem. (2019)

[4]

Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry

Minghao Feng, Bingqing Tang, Steven H. Liang et al.

Current Topics in Medicinal Chemistry 2016 10.2174/1568026615666150915111741

[5]

Chen New J. Chem. (2022) 10.1039/d1nj04662d

[6]

Ma Org. Chem. Front. (2020) 10.1039/c9qo01497g

[7]

Liu Acc. Chem. Res. (2014) 10.1021/ar5002044

[8]

Xiao Molecules (2022) 10.3390/molecules27030619

[9]

Pitre Chem. Rev. (2021) 10.1021/acs.chemrev.1c00247

[10]

Jang Org. Biomol. Chem. (2021) 10.1039/d1ob01368h

[11]

Wu Chin. J. Org. Chem. (2022) 10.6023/cjoc202206029

[12]

Deng Chin. J. Org. Chem. (2022) 10.6023/cjoc202200002

[13]

Mingyang Chin. J. Org. Chem. (2021) 10.6023/cjoc202102002

[14]

de Kruijff ACS Sustainable Chem. Eng. (2019) 10.1021/acssuschemeng.9b01714

[15]

Yuan Chem. Soc. Rev. (2021) 10.1039/d1cs00150g

[16]

Liu Org. Biomol. Chem. (2018) 10.1039/c8ob00063h

[17]

Martins Green Chem. (2020) 10.1039/d0gc01324b

[18]

Jat J. Org. Chem. (2022) 10.1021/acs.joc.2c01524

[19]

Yadav Synthesis (2022) 10.1055/a-1898-9752

[20]

Dabaria New J. Chem. (2022) 10.1039/d2nj02462d

[21]

Malviya Org. Lett. (2020) 10.1021/acs.orglett.0c00510

[22]

Badsara New J. Chem. (2019) 10.1039/c9nj02682g

[23]

Choudhary Org. Biomol. Chem. (2019) 10.1039/c9ob01921a

[24]

Chromone: A Valid Scaffold in Medicinal Chemistry

Alexandra Gaspar, Maria João Matos, Jorge Garrido et al.

Chemical Reviews 2014 10.1021/cr400265z

[25]

Silva Expert Opin. Drug Discovery (2018) 10.1080/17460441.2018.1494720

[26]

Silva ChemMedChem (2016) 10.1002/cmdc.201600359

[27]

Indolizine: a biologically active moiety

Vikas Sharma, Vipin Kumar

Medicinal Chemistry Research 2014 10.1007/s00044-014-0940-1

[28]

Lu Chin. Chem. Lett. (2021) 10.1016/j.cclet.2021.04.018

[29]

Feng Chin. Chem. Lett. (2021) 10.1016/j.cclet.2020.02.039

[30]

Eady Eur. J. Respir. Dis. Suppl. (1986)

[31]

Polito Br. J. Pharmacol. (2010) 10.1111/j.1476-5381.2010.00933.x

[32]

Fang Pharmacol. Rep. (2020) 10.1007/s43440-019-00024-x

[33]

Jiang Biomed. Pharmacother. (2020) 10.1016/j.biopha.2019.109704

[34]

Bailly Pharmacol. Res. (2019) 10.1016/j.phrs.2019.104398

[35]

Kollmannsberger Oncology (1999) 10.1159/000011923

[36]

Keri Eur. J. Med. Chem. (2014) 10.1016/j.ejmech.2014.03.047

[37]

Emami Eur. J. Med. Chem. (2015) 10.1016/j.ejmech.2015.02.048

[38]

Bloch Tetrahedron (2011) 10.1016/j.tet.2011.09.133

[39]

Shen Eur. J. Med. Chem. (2010) 10.1016/j.ejmech.2010.02.056

[40]

Facile Synthesis of Heterocycles via 2-Picolinium Bromide and Antimicrobial Activities of the Products

Elham S. Darwish

Molecules 2008 10.3390/molecules13051066

[41]

Hazra Eur. J. Med. Chem. (2011) 10.1016/j.ejmech.2011.02.066

[42]

Arvin-Berod ACS Omega (2017) 10.1021/acsomega.7b01184

[43]

Nishino Eur. J. Org. Chem. (2019) 10.1002/ejoc.201801765

[44]

Li Org. Lett. (2018) 10.1021/acs.orglett.8b01168

[45]

Penteado Eur. J. Org. Chem. (2020) 10.1002/ejoc.202000162

[46]

Liu Org. Biomol. Chem. (2018) 10.1039/c8ob00063h

[47]

Zhang Chem. – Eur. J. (2020) 10.1002/chem.202001414

Cited By

20

Greening indolizine chemistry: advances in electro-/photochemical direct C–H functionalization

Xiang Liu, Suijie Zhong · 2026

Chemical Communications

Metrics

20

Citations

47

References

Details

Published: Jan 01, 2023
Vol/Issue: 59(36)
Pages: 5415-5418
License: View

Authors

P

Pooja Kumari Jat