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-00000084.xml
Synthesis 2006(17): 2939-2943
DOI: 10.1055/s-2006-942517
DOI: 10.1055/s-2006-942517
PAPER
© Georg Thieme Verlag Stuttgart · New York
Facile Synthesis of Steroidal [16,17-c]Tetrahydropyridazine Derivatives by One-Pot Stille Coupling and Hetero-Diels-Alder Reactions
Further Information
Received
28 March 2006
Publication Date:
25 July 2006 (online)
Publication History
Publication Date:
25 July 2006 (online)
Abstract
The synthesis of new steroidal [16,17-c]tetrahydropyridazine derivatives as mixtures of 16α- and 16β-isomers has been accomplished by consecutive Stille coupling and hetero-Diels-Alder reactions. The products were obtained in a one-pot reaction without the isolation of the diene intermediates.
Key words
cycloadditions - Stille reaction - steroids - palladium - annulations
- 1
Loozen HJJ. inventors; Eur. Pat. Appl. EP 0869132. ; Chem. Abstr. 1998, 129, 2760957 - 2
Gupta R.Pathak D.Jindal DP. Eur. J. Med. Chem. 1996, 31: 241 - 3
Kwon T.Heiman AS.Oriaku ET.Yoon K.Lee HJ. J. Med. Chem. 1995, 38: 1048 - 4
Laitonjam WS.Rajkumar TS.Chingakham BS. Steroids 2002, 67: 203 - 5
Siddiqui AU.Rao VUM.Maimirani M.Siddiqui AH. J. Heterocycl. Chem. 1995, 32: 353 - 6
Forgó P.Vincze I. Steroids 2002, 67: 749 - 7
Matsumoto T.Watanabe M.Mataka S.Thiemann T. Steroids 2003, 68: 751 - 8
Chowdhury P.Das AM.Goswami P. Steroids 2005, 70: 494 - 9
Watanabe M.Mataka S.Thiemann T. Steroids 2005, 70: 856 - 10
Yoshizawa J.Tomoeda M. J. Chem. Soc. C 1971, 1741 - 11
Skoda-Földes R.Jeges G.Kollár L.Horváth J.Tuba Z. Tetrahedron Lett. 1996, 37: 2085 - 12
Skoda-Földes R.Jeges G.Kollár L.Horváth J.Tuba Z. J. Org. Chem. 1997, 62: 1326 - 13
Skoda-Földes R.Vándor K.Kollár L.Horváth J.Tuba Z. J. Org. Chem. 1999, 64: 5921 - 14
De Riccardis F.Meo D.Izzo I.Di Filippo M.Casapullo A. Eur. J. Org. Chem. 1998, 1965 - 15
Jeges G.Skoda-Földes R.Kollár L.Horváth J.Tuba Z. Tetrahedron 1998, 54: 6767 - 16
Jeges G.Skoda-Földes R.Kollár L.Pintér Z.Horváth J.Tuba Z. J. Mol. Catal. A: Chem. 2001, 165: 89 - 17
Skoda-Földes R.Csákai Z.Kollár L.Horváth J.Tuba Z. Steroids 1995, 60: 812