Brønsted Acid‐Catalyzed Cascade Reactions Involving 1, 2‐Indole Migration. Issue 37 (24th July 2015)

• Record Type: Journal Article
• Authors: Álvarez, Estela; Nieto Faza, Olalla; Silva López, Carlos; Fernández‐Rodríguez, Manuel A.; Sanz, Roberto
• Is Part Of: Chemistry. Volume 21:Issue 37(2015)
• Page Start: 12889
• Page End: 12893
• Publication Date: 2015-07-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201502174
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A cascade reaction of indoles with propargylic diols involving an unprecedented metal‐free 1, 2‐indole migration onto an alkyne was carried out. DFT calculations support a mechanism consisting of a concerted nucleophilic attack of the indole nucleus with loss of water, followed by the 1, 2‐migration and subsequent Nazarov cyclization. This Brønsted acid‐catalyzed protocol affords indole‐functionalized benzofulvene derivatives in high yields.</p> </abstract>