Artículo
Nudelman, N.S.; Vitale, A.A. "Carbonylation of Aryllithium Reagents in the Presence of Alkyl Halides: One-Pot Synthesis of Diarylalkylcarbinols and Derivatives" (1981) Journal of Organic Chemistry. 46(22):4625-4626
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Abstract:
The carbonylation of ArLi (Ar = Ph, o-anisyl) in the presence of alkyl bromides affords diarylalkylcarbinols in good yields. The reaction may be used to obtain alcohols functionalized in the alkyl chain; it can also be adapted to afford substituted tetrahydrofurans. © 1981, American Chemical Society. All rights reserved.
Registro:
| Documento: | Artículo |
| Título: | Carbonylation of Aryllithium Reagents in the Presence of Alkyl Halides: One-Pot Synthesis of Diarylalkylcarbinols and Derivatives |
| Autor: | Nudelman, N.S.; Vitale, A.A. |
| Filiación: | Depto. de Quimica Orgánica, Facultad de Ciencias Exactas, Universidad de Buenos Aires, Pab. II, P. 3, Ciudad Universitaria, 1428 Buenos Aires, Argentina |
| Año: | 1981 |
| Volumen: | 46 |
| Número: | 22 |
| Página de inicio: | 4625 |
| Página de fin: | 4626 |
| DOI: | http://dx.doi.org/10.1021/jo00335a080 |
| Título revista: | Journal of Organic Chemistry |
| Título revista abreviado: | J. Org. Chem. |
| ISSN: | 00223263 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v46_n22_p4625_Nudelman |
Referencias:
- (1980) Presented in part at the XV Argentine Chemical Symposium, Tucumán
- Screttas, C.G., Screttas, M.M., (1981) J. Org. Chem., 46, p. 993
- Rosenfeld, S.M., (1978) Tetrahedron Lett., p. 2655
- Smith, J.G., Mitchell, D.J., (1977) J. Am. Chem. Soc., 99, p. 5045
- Wang, H.W., Levin, G., Szwarc, M., (1977) J. Am. Chem. Soc., 99, p. 5056
- Garst, J.F., Smith, C.D., (1976) J. Am. Chem. Soc., 98, p. 1520
- Trzupek, L.S., Newirth, T.L., Kelly, E.G., Nudelman, N.S., Whitesides, G.M., (1973) J. Am. Chem. Soc., 96, p. 8118
- Nudelman, N.S., Vitale, A.A., (1981) Org. Prep. Proced., 13, p. 144
- this case the best yield is obtained by using a O.1 M solution of phenyllithium and keeping r =1/3
- Allen, C.F., Organic Synthesis (1941), p. 156. , Collect. Vol. I. Wiley, New York; Fehnel, C.F., (1952) J. Am. Chem. Soc., 74, p. 1569
- Barrett, A., Wilikinson, S., (1954), British Patent 683950; Chem. Abstr., 48, 2112e; Fleming, R.W., (1977), 87, p. 84839. , U.S. Patent 4031101; Chem. Abstr; Hamaguchi, F., (1963) Yakugaku Zasshi, 82, p. 1088. , (1963); Chem. Abstr., 58, 4492f
- Nudelman, N.S., Vitale, A.A., (1978) Proceedings of the XIV Argentine Chemical Symposium, Santa Fe
- Vitale, A.A., (1981) Diss. Abstr. Int. B., 41, p. 0000
- Further evidences will be published shortly in J. Organomet. Chem.
- Nudelman, N.S., Perez, D., (1981) An. Asoc. Quim. Argent., 69, p. 195
- Nudelman, N.S., Vitale, A.A., Perez, D., Rev. FCEN in press.
Citas:
---------- APA ----------
Nudelman, N.S. & Vitale, A.A. (1981) . Carbonylation of Aryllithium Reagents in the Presence of Alkyl Halides: One-Pot Synthesis of Diarylalkylcarbinols and Derivatives. Journal of Organic Chemistry, 46(22), 4625-4626.http://dx.doi.org/10.1021/jo00335a080
---------- CHICAGO ----------
Nudelman, N.S., Vitale, A.A. "Carbonylation of Aryllithium Reagents in the Presence of Alkyl Halides: One-Pot Synthesis of Diarylalkylcarbinols and Derivatives" . Journal of Organic Chemistry 46, no. 22 (1981) : 4625-4626.http://dx.doi.org/10.1021/jo00335a080
---------- MLA ----------
Nudelman, N.S., Vitale, A.A. "Carbonylation of Aryllithium Reagents in the Presence of Alkyl Halides: One-Pot Synthesis of Diarylalkylcarbinols and Derivatives" . Journal of Organic Chemistry, vol. 46, no. 22, 1981, pp. 4625-4626.http://dx.doi.org/10.1021/jo00335a080
---------- VANCOUVER ----------
Nudelman, N.S., Vitale, A.A. Carbonylation of Aryllithium Reagents in the Presence of Alkyl Halides: One-Pot Synthesis of Diarylalkylcarbinols and Derivatives. J. Org. Chem. 1981;46(22):4625-4626.http://dx.doi.org/10.1021/jo00335a080
