Synthesis 2010(8): 1285-1290  
DOI: 10.1055/s-0029-1218700
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient Synthesis of Azaspirodienones by Microwave-Assisted Radical Spirocyclization of Xanthate-Containing Ugi Adducts

Rocío Gámez-Montaño*a, Tannya Ibarra-Riveraa, Laurent El Kaïmb, Luis D. Mirandac
a Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, 36050 Guanajuato, Gto., Mexico
Fax: +52(473)73200068168; e-Mail: rociogm@quijote.ugto.mx;
b Laboratoire Chimie et Procédés, DCSO, UMR 7652, and Ecole Nationale Supérieure de Techniques Avancées, 32 Bd Victor, 75015 Paris, France
c Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, 04510 México, D. F., Mexico
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Publikationsverlauf

Received 22 August 2009
Publikationsdatum:
12. März 2010 (online)

Abstract

The sequential use of an Ugi reaction and radical spirocyclization under microwave irradiation conditions is described. The process provides rapid access to spirodienone lactams.

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Microwave reactions were conducted using a CEM Discover Synthesis™ Unit (CEM Corp., Matthews, NC); see: http://www.cem.com/page176.html.