Yadav, J. S. ; Subba Reddy, B. V. ; Yadav, Nagendra Nath ; Gupta, Manoj K. (2008) Three-component coupling reactions of isoquinolines, dimethyl acetylenedicarboxylate and indoles: a facile synthesis of 3-indolyl-1,2-dihydro-2-isoquinolinyl-2-butenedioate Tetrahedron Letters, 49 (17). pp. 2815-2819. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2008.02.129
Abstract
A three-component coupling of isoquinolines, dimethyl acetylenedicarboxylate (DMAD) and indoles is achieved for the first time to produce dimethyl (E)-2-[1-(1H-3-indolyl)-1,2-dihydro-2-isoquinolinyl]-2-butenedioates in excellent yields and with high selectivity. The reaction proceeds smoothly at room temperature without a catalyst. Quinoline, DMAD and indole also undergo smooth coupling to furnish dimethyl (E)-2-[2-(1H-3-indolyl)-1,2-dihydro-1-quinolinyl]-2-butenedioate under similar conditions. This method is very useful to functionalize both indoles and aza-aromatic compounds in a one-pot operation.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Isoquinoline/Quinoline; Indole; Dimethyl Acetylenedicarboxylate; 3-indolyl-dihydroisoquinolines |
| ID Code: | 58923 |
| Deposited On: | 02 Sep 2011 03:30 |
| Last Modified: | 02 Sep 2011 03:30 |
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