Studies of formal [1, 5]-sigmatropic thermal rearrangements of dimethyl 3-alkyl-3-methyl-3H-pyrazole-4, 5-dicarboxylates and dimethyl 4-alkyl-5-methyl-4H-pyrazole-3, …
EA Jefferson, J Warkentin
Index: Jefferson, Elizabeth A.; Warkentin, John Journal of the American Chemical Society, 1992 , vol. 114, # 16 p. 6318 - 6325
Full Text: HTML
Citation Number: 20
Abstract
Abstract: Studies of the thermal rearrangements of 3H-pyrazoles, lh-e, in benzene/toluene, chloroform, and methanol solvents are described. The mechanism for rearrangement appears to be two-step, involving discrete ion-pair intermediates. Large rate enhancements for these rearrangements in methanol and cation trapping by methanol are consistent with the proposed mechanism. Observed rate constants for the rearrangements of 3H- ...
Related Articles:
A very practical and selective method for PMB protection of alcohols
[Chavan, Subhash P.; Harale, Kishor R. Tetrahedron Letters, 2012 , vol. 53, # 35 p. 4683 - 4686]
[Torii, Sigeru; Inokuchi, Tsutomu; Takagishi, Sadahito; Horike, Hirofumi; Kuroda, Hideki; Uneyama, Kenji Bulletin of the Chemical Society of Japan, 1987 , vol. 60, p. 2173 - 2188]
[Behbahani, Farahnaz K.; Heravi, Majid M.; Oskooie, Hossien A. Monatshefte fur Chemie, 2009 , vol. 140, # 2 p. 181 - 184]
[Tajima, Toshiki; Kurihara, Hitoshi; Fuchigami, Toshio Journal of the American Chemical Society, 2007 , vol. 129, # 21 p. 6680 - 6681]
[Tsai, Chen-Yu; Sung, Robert; Zhuang, Bo-Ren; Sung, Kuangsen Tetrahedron, 2010 , vol. 66, # 34 p. 6869 - 6872]