Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2006(10): 1592-1594
DOI: 10.1055/s-2006-941581
DOI: 10.1055/s-2006-941581
LETTER
© Georg Thieme Verlag Stuttgart · New York
A Novel Four-Component Reaction for the Synthesis of 2,5-Diaminofuran Derivatives
Further Information
Received
7 March 2006
Publication Date:
12 June 2006 (online)
Publication History
Publication Date:
12 June 2006 (online)
![](https://www.thieme-connect.de/media/synlett/200610/lookinside/thumbnails/10.1055-s-2006-941581-1.jpg)
Abstract
A facile synthesis of highly functionalized 2,5-diaminofuran derivatives by the multicomponent reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates in the presence of 2-phenylacetic acid or 2,2-diphenylacetic acid is described.
Key words
alkyl isocyanide - dialkyl acetylenedicarboxylate - aliphatic carboxylic acid - multicomponent reaction
- 1
Trost BM. Science 1991, 254: 1471 - 2
Tietze LF. Chem. Rev. 1996, 96: 115 - 3
Lipshutz BH. Chem. Rev. 1986, 86: 795 - 4
Nakanishi K. Natural Products Chemistry Kodansha; Tokyo: 1974. - 5
Yavari I.Alizadeh A.Anary-Abbasinejad M.Bijanzadeh HR. Tetrahedron 2003, 59: 6083 - 6
Yavari I.Anary-Abbasinejad M.Alizadeh A.Hossaini Z. Tetrahedron 2003, 59: 1289 - 7
Yavari I.Anary-Abbasinejad M.Alizadeh A. Monatsh. Chem. 2002, 133: 1221 - 8
Yavari I.Esmaili AA.Asghari S.Bijanzadeh HR. J. Chem. Res., Synop. 1999, 368 - 9
Yavari I.Hazeri N.Maghsoodlou MT.Zabarjad-Shiraz N. Monatsh. Chem. 2001, 132: 683 - 11
Ugi I. Isonitrile Chemistry Academic; London: 1971. - 12
Ugi I. Angew. Chem., Int. Ed. Engl. 1982, 21: 810 - 13
Dömling A.Ugi I. Angew. Chem. Int. Ed. 2000, 39: 3168 - 14
Nair V.Viond AU.Nair JS.Sreekanth AR.Rath NP. Tetrahedron Lett. 2000, 41: 6675 - 15
Walborsky HM.Presiasamy MP. In The Chemistry of Functional Groups Suppl. C:Patai S.Rappaport Z. Wiley; New York: 1983. Chap. 20. p.835 - 16
Marcaccini S.Torroba T. Org. Prep. Proced. Int. 1993, 25: 141 - 17
Passerini M.Ragni G. Gazz. Chim. Ital. 1931, 61: 964 -
18a
Dömling A.Ugi I. Angew. Chem. Int. Ed. 2000, 39: 3169 -
18b
Ugi I. J. Prakt. Chem. 1997, 339: 499 -
18c
Ugi I.Steinbrückner C. Chem. Ber. 1961, 94: 734 -
18d
Ugi I.Steinbrückner C. Chem. Ber. 1959, 71: 386 -
18e
Ugi I.Rosendahl K. Chem. Ber. 1961, 94: 2233
References and Notes
Single crystal X-ray structure data for 3f have been deposited at the Cambridge Crystallographic Data Centre and allocated the deposition number CCDC 297317.