An expedient pseudo four-component synthesis of dispiroindandione fused indeno-N-methylmorpholine, spectroscopic, X-ray diffraction and DFT studies

被引:4
作者
Almansour, Abdulrahman I. [1 ]
Arumugam, Natarajan [1 ]
Kumar, Raju Suresh [1 ]
Padmanaban, R. [2 ]
Rajamanikandan, V. B. [2 ]
Ghabbour, Hazem A. [3 ]
Fun, Hoong-Kun [3 ]
机构
[1] King Saud Univ, Coll Sci, Dept Chem, Riyadh, 11451, Saudi Arabia
[2] Pondicherry Univ, Sch Phys Chem & Appl Sci, Dept Chem, Kalapet 605014, Puducheny, India
[3] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
关键词
Spiroheterocycle; Cascade cycloaddition reaction; X-ray diffraction studies; DFT-calculation; ANTIMYCOBACTERIAL ACTIVITY; CYCLOADDITION REACTIONS; FACILE SYNTHESIS; TANDEM; CONSTRUCTION; 3-COMPONENT; DERIVATIVES;
D O I
10.1016/j.molstruc.2014.01.075
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Synthesis of a novel heterocycle comprising N-methylmorpholine, spiroindandione and indenone units in good yield via one-pot pseudo four-component cascade cycloaddition reaction is described. The structure of the cycloadduct was elucidated by spectroscopic analysis and its complete stereochemistry was assigned by single crystal X-ray diffraction analysis. Further, the mechanistic rationalization for the formation of the hitherto unexpected cycloadduct is provided by performing density functional theory (DFT) calculations. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:283 / 288
页数:6
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