4042-30-2Relevant articles and documents
A new combination of cyclohexylhydrazine and IBX for oxidative generation of cyclohexyl free radical and related synthesis of parvaquone
Patil, Pravin C.,Akamanchi, Krishnacharya G.
, p. 1883 - 1886 (2017)
The present paper demonstrates a single-step and straightforward synthesis of parvaquone through intermediacy of cyclohexyl radical generated from novel combination of cyclohexylhydrazine and o-iodoxybenzoic acid and subsequently trapped by 2-hydroxy-1,4-naphthoquinone. Formation of cyclohexyl free radical using this new combination was reaffirmed by cyclohexylation of readily available 2-amino-1,4-naphthoquinone.
Visible light-promoted Selectfluor-mediated quinone functionalization with unactivated Csp3-H components
Kulthe, Arun D.,Nadiveedhi, Maheshwara Reddy,Mainkar, Prathama S.,Akondi, Srirama Murthy
, p. 115 - 124 (2021/03/16)
A visible light-promoted metal-free cross-dehydrogenative-coupling (CDC) method for the alkylation of 1,4-naphthoquinones is reported using Selectfluor as a hydrogen atom transfer (HAT) agent. This protocol is suitable for a variety of 1,4-naphthoquinones and Csp3-H compounds and it facilitates the formation of pharmaceutically important quinone scaffolds under mild conditions. Using this methodology, the antimalarial drug, parvaquone, was synthesized in a single step.
Visible-light-mediated photoredox minisci C-H alkylation with alkyl boronic acids using molecular oxygen as an oxidant
Dong, Jianyang,Yue, Fuyang,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 12652 - 12655 (2020/11/02)
Herein, we report a protocol for direct visible-light-mediated Minisci C-H alkylation reactions of heteroarenes with alkyl boronic acids using molecular oxygen as the sole oxidant. This mild protocol uses an inexpensive, green oxidant; permits efficient functionalization of various N-heteroarenes with a broad range of primary and secondary alkyl boronic acids; and is scalable to the gram level. We demonstrated the practicality and sustainability of the protocol by preparing or functionalizing several pharmaceuticals and natural products.