A Simple Synthesis of Densely Substituted Benzofurans by Domino Reaction of 2-Hydroxybenzyl Alcohols with 2-Substituted Furans

被引:10
|
作者
Makarov, Anton S. [1 ]
Kekhvaeva, Anna E. [1 ]
Chalikidi, Petrakis N. [2 ]
Abaev, Vladimir T. [2 ]
Trushkov, Igor, V [3 ,4 ]
Uchuskin, Maxim G. [1 ]
机构
[1] Perm State Univ, Bukireva St 15, Perm 614990, Russia
[2] KL Khetagurov North Ossetian State Univ, Vatutina St 46, Vladikavkaz 362025, Russia
[3] Dmitry Rogachev Natl Res Ctr Pediat Hematol Oncol, Samory Mashela St 1, Moscow 117997, Russia
[4] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Leninsky Pr 47, Moscow 119991, Russia
来源
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 19期
基金
俄罗斯科学基金会;
关键词
furan; benzofuran; rearrangement; sugikurojinol B; ONE-POT SYNTHESIS; POLYSUBSTITUTED FURANS; OXIDATIVE CYCLIZATION; INHIBITOR; PALLADIUM; ALKYNYLPHENOLS; DERIVATIVES; DISCOVERY; REUPTAKE; INDOLES;
D O I
10.1055/s-0039-1690000
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Bro''nsted acid-catalyzed cascade synthesis of densely substituted benzofurans from easily available salicyl alcohols and biomass-derived furans has been developed. The disclosed sequence includes the intermediate formation of 2-(2-hydroxybenzyl)furans that quickly rearrange into functionalized benzofurans. The established protocol was applied for the total synthesis of sugikurojinol B.
引用
收藏
页码:3747 / 3757
页数:11
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