52886-06-3Relevant articles and documents
Metal-free directed sp 2-C–H borylation
Lv, Jiahang,Chen, Xiangyang,Xue, Xiao-Song,Zhao, Binlin,Liang, Yong,Wang, Minyan,Jin, Liqun,Yuan, Yu,Han, Ying,Zhao, Yue,Lu, Yi,Zhao, Jing,Sun, Wei-Yin,Houk, Kendall. N.,Shi, Zhuangzhi
, p. 336 - 340 (2019)
Organoboron reagents are important synthetic intermediates that have a key role in the construction of natural products, pharmaceuticals and organic materials1. The discovery of simpler, milder and more efficient approaches to organoborons can
Synthesis of pyrrolophenanthridine alkaloids based on C(sp3)-H and C(sp2)-H functionalization reactions
Tsukano, Chihiro,Muto, Nobusuke,Enkhtaivan, Iderbat,Takemoto, Yoshiji
, p. 2628 - 2634 (2014)
Assoanine, pratosine, hippadine, and dehydroanhydrolycorine belong to the pyrrolophenanthridine family of alkaloids, which are isolated from plants of the Amaryllidaceae species. Structurally, these alkaloids are characterized by a tetracyclic skeleton that contains a biaryl moiety and an indole core, and compounds belonging to this class have received considerable interest from researchers in a number of fields because of their biological properties and the challenges associated with their synthesis. Herein, a strategy for the total synthesis of these alkaloids by using C-H activation chemistry is described. The tetracyclic skeleton was constructed in a stepwise manner by C(sp 3)-H functionalization followed by a Catellani reaction, including C(sp2)-H functionalization. A one-pot reaction involving both C(sp3)-H and C(sp2)-H functionalization was also attempted. This newly developed strategy is suitable for the facile preparation of various analogues because it uses simple starting materials and does not require protecting groups.
Construction of pyrrolophenanthridinone scaffolds mediated by samarium(II) diiodide and access to natural product synthesis
Suzuki, Kenji,Iwasaki, Hiroki,Domasu, Reika,Hitotsuyanagi, Naho,Wakizaka, Yuka,Tominaga, Mao,Kojima, Naoto,Ozeki, Minoru,Yamashita, Masayuki
, p. 5513 - 5519 (2015/08/03)
Pyrrolophenanthridinone derivatives including the natural products were readily synthesized by samarium(II)-mediated reductive cyclization of aryl radical onto a benzene ring under mild reaction conditions. This methodology was applied to the concise synt