Transition Metal-Free trans-Selective Alkynylboration of Alkynes

被引:46
作者
Nogami, Marina [1 ]
Hirano, Keiichi [1 ]
Kanai, Misae [2 ,3 ]
Wang, Chao [1 ]
Saito, Tatsuo [1 ]
Miyamoto, Kazunori [1 ]
Muranaka, Atsuya [2 ,3 ]
Uchiyama, Masanobu [1 ,2 ,3 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1130033, Japan
[2] RIKEN, Adv Elements Chem Res Team, Ctr Sustainable Resource Sci, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
[3] RIKEN, Elements Chem Lab, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
关键词
REGIOSELECTIVE FORMAL HYDROBORATION; BORON-CONTAINING COMPOUNDS; CROSS-COUPLING REACTIONS; CATALYZED ADDITION; ARYLBORONIC ACIDS; ORGANOBORON COMPOUNDS; ANTI-CARBOBORATION; FREE DIBORATION; ARYL HALIDES; BORYLATION;
D O I
10.1021/jacs.7b06212
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the first transition metal-free and trans-selective alkynylboration reaction of alkynes. This unprecedented carboboration reaction is enabled by pseudo-intramolecular activation of alkynylboronates using propargylic alcohols. The carboboration affords 4-alkynyl-1,2-oxaborol-2(5H)-ols, which are not only versatile building blocks but also exhibit strong violet blue fluorescence emission.
引用
收藏
页码:12358 / 12361
页数:4
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