A Facile Procedure for the Generation of Dichlorocarbene from the Reaction of Carbon Tetrachloride and Magnesium using Ultrasonic Irradiation
Abstract
:Introduction
Results and Discussion
Entry | Olefin 2 | Product 3 | B.P.(ºC/ Pa ) or M.P.(ºC) | Yield (%) | |
---|---|---|---|---|---|
A | B[10]] | ||||
a | 64-66/800 | 92 | 88 | ||
b | 45-47/133 | 95 | 93 | ||
c | 82-84/133 | 93 | 87 | ||
d | 66-67(m.p.) | 85 | 72 | ||
e | C | 61 | 40 | ||
f | 107-109/133 | 77 | 59 | ||
g | 57-59/933 | 91 | 85 | ||
hD | 167-169(m.p.) | 75 | 56 | ||
i | 110-112/267 | 78 | 63 | ||
jD | 123-126/667 | 81 | 61 | ||
k | 67-69/933 | 76 | 68 |
Experimental
General
General Synthetic Procedure
References
- Kirmse, W. Carbene Chemistry; Academic Press: New York, London, 1971. [Google Scholar]
- Magarian, R.A.; Pento, J.T.; Griffin, M.T. U. S. Pat. US 5397802 A, 1995.
- Makosza, M. Tetrahedron Lett. 1969, 4659.
- Nomura, E.; Taniguchi, H.; Otsuji, Y. Bull. Chem. Soc. Jpn. 1994, 67, 792. [CrossRef]
- Jayachandran, J.P.; Wang, M.L. Appl. Catal. A-Gen. 2001, 206, 19. [CrossRef]
- Regen, S.L.; Singh, A. J. Org. Chem. 1982, 47, 1587. [CrossRef]
- Xu, L.; Smith, W.B.; Brinker, U.H. J. Am. Chem. Soc. 1992, 114, 783. [CrossRef]
- Xu, L.; Tao, F.; Yu, T. Acta Chim. Sinica, Chin. Ed. 1988, 46, 340.
- Didriksen, T.; Skattebøl, L. Synth. Commun. 1999, 29, 1087.
- Lin, H.X.; Xu, L.H.; Huang, N.J. Chem. J. Chin. Univer. 1995, 16, 1572.
- Mason, T.J. Chem. Soc. Rev. 1997, 26, 443. [CrossRef]
- Fedorynski, M. Tetrahedron 1999, 55, 6329.
- Xu, L.; Tao, F.; Yu, T. Acta Chim. Sinica, Chin. Ed. 1986, 44, 1134.
- Sample Availability: Available from the authors.
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Lin, H.; Yang, M.; Huang, P.; Cao, W. A Facile Procedure for the Generation of Dichlorocarbene from the Reaction of Carbon Tetrachloride and Magnesium using Ultrasonic Irradiation. Molecules 2003, 8, 608-613. https://doi.org/10.3390/80800608
Lin H, Yang M, Huang P, Cao W. A Facile Procedure for the Generation of Dichlorocarbene from the Reaction of Carbon Tetrachloride and Magnesium using Ultrasonic Irradiation. Molecules. 2003; 8(8):608-613. https://doi.org/10.3390/80800608
Chicago/Turabian StyleLin, Haixia, Mingfa Yang, Peigang Huang, and Weiguo Cao. 2003. "A Facile Procedure for the Generation of Dichlorocarbene from the Reaction of Carbon Tetrachloride and Magnesium using Ultrasonic Irradiation" Molecules 8, no. 8: 608-613. https://doi.org/10.3390/80800608