α-亚氨基铑卡宾与卤代醇的一锅法反应：合成2,6-二取代二氢-2H-1,4-恶嗪
A One-Pot Reaction of α-Imino Rhodium Carbenoids and Halohydrins: Access to 2,6-Substituted Dihydro-2-1,4-oxazines.
作者信息
Jones Kieran D, Nutt Michael J, Comninos Elena, Sobolev Alexandre N, Moggach Stephen A, Miura Tomoya, Murakami Masahiro, Stewart Scott G
机构信息
School of Molecular Sciences, The University of Western Australia (M310), 35 Stirling Highway, Crawley, WA 6009, Australia.
Centre for Microscopy, Characterization and Analysis, The University of Western Australia, Perth, WA 6009, Australia.
出版信息
Org Lett. 2020 May 1;22(9):3490-3494. doi: 10.1021/acs.orglett.0c00947. Epub 2020 Apr 13.
Herein, we report a Rh(II)-catalyzed reaction between 1-tosyl-1,2,3-triazoles and halohydrins to provide 2,6-substituted 3,4-dihydro-2-1,4-oxazines under basic conditions. The reaction is proposed to undergo a rhodium carbenoid 1,3-insertion into O-H followed by an annulation. The scope includes phenyl or alkenyl C4-substituted triazoles and a range of halohydrins using catalytic RhOct and KCO. A synthesis of the antimicrobial natural product (±)-chelonin C is also reported using this novel methodology.
在此，我们报道了在碱性条件下，铑（II）催化1-对甲苯磺酰基-1,2,3-三唑与卤代醇反应生成2,6-取代的3,4-二氢-2H-1,4-恶嗪。该反应被认为是通过铑卡宾对O-H进行1,3-插入，然后进行环化。反应范围包括苯基或烯基C4-取代的三唑以及一系列使用催化量的RhOct和K2CO3的卤代醇。还报道了使用这种新方法合成抗菌天然产物（±）-Chelonin C。
Zotero 插件