The partial reduction of heterocycles: An alternative to the birch reduction

Tetrahedron Letters

Volumn 41, Issue 9, 2000, Pages 1331-1334

  Donohoe, Timothy J ^a   Harji, Rakesh R ^a   Cousins, Rick P C ^b  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; AMMONIA; FURAN DERIVATIVE; HETEROCYCLIC COMPOUND; NAPHTHALENE; PROTON; PYRROLINE DERIVATIVE; SOLVENT;

ACYLATION; ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; REDUCTION; SYNTHESIS;

EID: 0034716531     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)02315-1     Document Type: Article

References (14)

1. Donohoe, T. J.; Harji, R. R.; Cousins, R. P. C. Tetrahedron Lett. 2000, 41, 1327. For a brief description of other alternatives to the Birch reduction, see: Rabideau, P. W.; Marcinow, Z. Organic Reactions 1992, 42, 1.
2. Donohoe, T. J.; Harji, R. R.; Cousins, R. P. C. Tetrahedron Lett. 2000, 41, 1327. For a brief description of other alternatives to the Birch reduction, see: Rabideau, P. W.; Marcinow, Z. Organic Reactions 1992, 42, 1.
3. (a) Donohoe, T. J.; Guyo, P. M. J. Org. Chem. 1996, 61, 7664;
4. (b) Donohoe, T. J.; Guyo, P. M.; Beddoes, R. L.; Helliwell, M. J. Chem. Soc., Perkin Trans. 1 1998, 667;
5. (c) Donohoe,T. J.; Harji, R. R.; Cousins, R. P. Chem. Commun. 1999, 141.
6. Donohoe, T. J.; Guyo, P. M.; Harji, R. R.; Cousins, R. P. C. Tetrahedron Lett. 1998, 39, 3075.
7. For reviews of the Birch reduction, see: Schultz, A. G. Chem. Commun. 1999, 1263. Rabideau, P. W.; Marcinow, Z. Organic Reactions 1992, 42, 1; Mander, L. N. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 8.
8. For reviews of the Birch reduction, see: Schultz, A. G. Chem. Commun. 1999, 1263. Rabideau, P. W.; Marcinow, Z. Organic Reactions 1992, 42, 1; Mander, L. N. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 8.
9. For reviews of the Birch reduction, see: Schultz, A. G. Chem. Commun. 1999, 1263. Rabideau, P. W.; Marcinow, Z. Organic Reactions 1992, 42, 1; Mander, L. N. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 8.
10. Azuma, T.; Yanagida, S.; Sakurai, H.; Sasa, S.; Yoshino, K. Synth. Commun. 1982, 12, 137; see also: Handbook of Reagents for Organic Synthesis: Oxidising and Reducing Agents; Burke, S. D.; Danheiser, R. L. Eds.; John Wiley: New York, 1999.
11. Azuma, T.; Yanagida, S.; Sakurai, H.; Sasa, S.; Yoshino, K. Synth. Commun. 1982, 12, 137; see also: Handbook of Reagents for Organic Synthesis: Oxidising and Reducing Agents; Burke, S. D.; Danheiser, R. L. Eds.; John Wiley: New York, 1999.
12. 13C NMR, mass spectra, IR and HRMS or microanalysis) and the data of known compounds compared to that in the literature: 7 Ref. 3; 8 Ref. 2c; 10 Ref. 2b.
13. Donohoe, T. J.; Ace, K. W.; Guyo, P. M.; Helliwell, M.; McKenna, J. Tetrahedron Lett. 2000, 41, 989.
14. Donohoe, T. J. Harji, R. R., unpublished work.