Synthesis and reaction of tributylstannylpyrazoles

Takao Sakamoto, Futoshi Shiga, Daishi Uchiyama, Yoshinori Kondo, Hiroshi Yamanaka

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

1,3-Dipolar cycloaddition reaction of diazomethane and ethyl diazoacetate with tributylstannylacetylenes occurred regioselectively to afford the corresponding 3(5)-tributylstannylpyrazoles. The cycloaddition reaction of 3-phenylsydnone with the stannylacetylenes proceeded also regioselectively, and 3-tributylstannyl-1-phenylpyrazoles were isolated. 4-Tributylannyl- and 5-tributylstannyl-1-phenylstpyrazole were prepared by the stannylation of 4-lithio- and 5-lithio-1-phenylpyrazoles with tributylstannyl chloride. Iodinatton, benzoylation, and phenylation of the stannylpyrazoles were examined.

Original languageEnglish
Pages (from-to)813-818
Number of pages6
JournalHeterocycles
Volume33
Issue number2
Publication statusPublished - 1992 Apr 1

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis and reaction of tributylstannylpyrazoles'. Together they form a unique fingerprint.

Cite this