[3+2] CYCLOADDITION REACTIONS OF 1-SUBSTITUTED 3,3,3-TRIFLUOROPROPENES WITH ISONITRILES – SYNTHESIS OF PYRROLES AND PYRROLINES

Authors

  • Юрий Н. Маркитанов Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02660, Ukraine
  • Вадим М. Тимошенко Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02660, Ukraine
  • Эдуард Б. Русанов Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02660, Ukraine
  • Юрий Г. Шермолович Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02660, Ukraine

DOI:

https://doi.org/10.1007/5917

Keywords:

ethyl isocyanoacetate, pyrrole, pyrrolidine, pyrroline, sulfamide, sulfone, sulfoximine, tosylmethyl isocyanide, trifluoromethyl group, cycloaddition.

Abstract

Cycloaddition reactions of 3,3,3-trifluoropropene derivatives containing an alkoxycarbonyl, sulfonyl, sulfoximine, or sulfamide substituent in position 1 with ethyl isocyanoacetate proceed with the formation of 3-(trifluoromethyl)-2,3-dihydro-1H-pyrroles, whereas their reactions with tosylmethyl isocyanide lead to the formation of 4-(trifluoromethyl)-1H-pyrroles.

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Published

2021-03-15

Issue

Vol. 57 No. 3 (2021)

Section

Original Papers