Oxidant controlled regioselective mono- and di-functionalization reactions of coumarins

Chemical Communications : Chem Comm
Arghya BanerjeeBhisma K Patel

Abstract

C-3 alkylation of coumarins has been accomplished using cycloalkanes or alkylbenzenes in the presence of di-tert-butylperoxide (DTBP) and Fe(III) catalyst. Under metal free conditions and just by switching the oxidant from DTBP to TBHP, an exclusive C-4 cycloalkylation-C-3 peroxidation reaction takes place. During C-3 alkylation, the C-C bond formation occurs at the expense of an existing C-C bond, while the C-4 alkylation is associated with the formation of new C-C and C-O bonds.

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Citations

Aug 6, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Palanisamy RavichandiranYanlong Gu
Nov 2, 2016·The Journal of Organic Chemistry·Farnaz Jafarpour, Masoumeh Abbasnia
Jun 27, 2017·Organic & Biomolecular Chemistry·Jin-Tao YuJiang Cheng
Apr 21, 2018·Organic & Biomolecular Chemistry·Farnaz Jafarpour, Masoumeh Darvishmolla
Feb 5, 2016·Organic & Biomolecular Chemistry·Qingjing YangFuk Yee Kwong
Jul 7, 2018·Organic & Biomolecular Chemistry·Arumugavel MuruganDuddu S Sharada
Jan 18, 2020·Chemical Communications : Chem Comm·Zengqiang SongGuang Liang
Dec 8, 2016·Organic & Biomolecular Chemistry·Arghya BanerjeeBhisma K Patel
Jun 18, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Anjali Dahiya, Bhisma K Patel
May 24, 2019·The Journal of Organic Chemistry·Arumugavel MuruganDuddu S Sharada
Apr 26, 2019·The Journal of Organic Chemistry·Wenzhong HuangBaoling Wang
Jan 23, 2020·The Journal of Organic Chemistry·Chandrasekhar Bandari, Kenneth M Nicholas
Nov 27, 2019·The Journal of Organic Chemistry·Krishna N TripathiRavi P Singh

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