Conclusions
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1.
The reaction of 1-methyl-2-alkenylpyrroles with methyl diazoacetate at 20–50°C in the presence of CuCl leads to the formation of both adducts of the carbene at the exocyclic double bond, namely, esters of (1-methyl-2-pyrrolyl)cyclopropanecarboxylic acids, and the products of the insertion of the carbene at the 5- and 4-C-H bonds of the pyrrole ring.
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2.
The competitive reactions method was used to show that the introduction of one or two methyl groups at the β-position of the vinyl group of 1-methyl-2-alkenylpyrroles reduces its relative activity by factors of 1.8 and 2.7, respectively, and increases the activity of the pyrrole ring by a factor of about 2.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 715–719, March, 1989.
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Shostakovskii, V.M., Musaev, A.U., Vasil'vitskii, A.E. et al. Catalytic reaction of methyl diazoacetate with 1-methyl-2-alkenylpyrroles. Russ Chem Bull 38, 641–645 (1989). https://doi.org/10.1007/BF00958068
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DOI: https://doi.org/10.1007/BF00958068