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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 7
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Original Articles

Synthesis of 4‐(Indol‐1‐yl)butanals via Rhodium‐Catalyzed Hydroformylation of 1‐Allylindoles

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Pages 1211-1218 | Received 04 Apr 2006, Published online: 13 Oct 2010
 

Abstract

The rhodium‐catalyzed hydroformylation of new 1‐(β‐methallyl) indoles 1ae carried out with Rh4 (CO)12 as the catalyst precursor, at 100 atm total pressure and 100°C, produces the 4-(indol‐1‐yl)‐3‐methylbutanals 2ae as the sole products in high yields. The synthesized 4‐indolylbutanals are stable under the adopted conditions and are isolated and characterized here for the first time. The preparation of the starting 1‐allylindoles is described too.

Acknowledgments

Financial support by MIUR—Programma di Ricerca Scientifica di Rilevante Interesse Nazionale is gratefully acknowledged.

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