Indu, Satrajit ; Subramanian, Parthasarathi ; Kaliappan, Krishna P. (2014) Transition metal catalyzed selective cyclization strategy to 2-substituted benzofurans and indoles en-route to the oxa-analogs of isocrytolepine European Journal of Organic Chemistry, 2014 (32). pp. 7193-7202. ISSN 1434-193X
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.20...
Related URL: http://dx.doi.org/10.1002/ejoc.201402869
Abstract
A selective catalytic route to benzofurans and indoles from similar starting materials has been developed. A two-step protocol that involves a transition-metal-catalyzed domino Sonogashira coupling between 2-ethynylanilines and 2-iodophenols followed by selective O- and N-cyclizations afforded 2-(benzofuran-2-yl)anilines and 2-(indol-2-yl)phenols, respectively. The 2-(benzofuran-2-yl)anilines were further utilized in a Lewis acid catalyzed Pictet–Spengler-type cyclization to prepare the oxa analogues of isocryptolepine.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons Inc. |
| Keywords: | Cascade Reaction; C−H Amination; C−H Functionalization; Copper Catalysis; Heterocycles |
| ID Code: | 103961 |
| Deposited On: | 12 Jun 2017 09:41 |
| Last Modified: | 12 Jun 2017 09:41 |
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