One-pot cascade ring enlargement of isatin-3-oximes to 2,4-dichloroquinazolines mediated by bis(trichloromethyl)carbonate and triarylphosphine oxide
作者:Jinjing Qin、Zhenhua Li、Shengzhe Ma、Lixian Ye、Guoqiang Jin、Weike Su
DOI:10.1080/10426507.2020.1782910
日期:2020.12.1
Abstract An efficient and convenient one-pot cascade synthesis of 2,4-dichloroquinazolines directly from isatin-3-oximes with the addition of bis(trichloromethyl)carbonate and triarylphosphine oxide was developed, leading to substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a range of functional groups. Thus, the method
Hydropyrrolo[2,3-b]indole is a privileged indoline motif, while its analogue, hydropyrrolo[3,2-b]indole, has been much less explored. Herein, we developed a cascade reaction of oxindole-derived nitrones with allenoates, providing straightforward access to the tetracyclic hydropyrrolo[3,2-b]indole scaffolds. Formation of multiple C–C/C–X bonds and cleavage could be achieved within one synthetic step
Hydropyrrolo[2,3- b ]indole 是一种特殊的二氢吲哚基序,而其类似物 hydropyrrolo[3,2- b ]indole 则鲜为人知。在此,我们开发了羟吲哚衍生的硝酮与联烯酸酯的级联反应,提供了四环氢吡咯并 [3,2- b ] 吲哚支架的直接途径。多个 C-C/C-X 键的形成和裂解可以在温和条件下使用一种简单的催化剂 (Gimeracil) 在一个合成步骤中实现。反应途径可能涉及作为关键中间体的螺氢氮杂酮的产生。
CAMPBELL, JAMES B. (JR);DAVENPORT, TIMOTHY W., SYNTH. COMMUN., 19,(1989) N3-14, C. 2255-2263