Skip to main content
Log in

An unexpected pathway of the reaction of lithiated 1,1-dimethylallene with isopropyl isothiocyanate

  • Brief Communications
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The reaction of lithiated 1,1-dimethylallene with isopropyl isothiocyanate gives 3a,4,5,5a-tetrahydro-4,4,5a-trimethyl-2-methylthio-3H-cyclobuta[b]pyrrole resulting from cyclization of the intermediate 2,7-dimethyl-4-methylthio-3-azaocta-2,4,6-triene.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

References

  1. K. A. Petrov and L. N. Andreev,Usp. Khim., 1969,38, 41 [Russ. Chem. Rev., 1969,38 (Engl. Transl.)].

    CAS  Google Scholar 

  2. L. Brandsma, inStudies in Organic Chemistry. 34. Preparative Acetylenic Chemistry, 2nd. Ed., Elsevier, Amsterdam, 1988, 100, 108, 299.

    Google Scholar 

  3. N. A. Nedolya, R.-J. de Lang, L. Brandsma, and B. A. Trofimov,Abstr. of 11th Intern. Conf. on the Organic Synthesis, Amsterdam, The Netherlands, 1996, 251.

  4. L. Brandsma, B. Trofimov, N. Nedolya, and A. Mal’kina,Abstr. of 17th Intern. Symp. on the Organic Chemistry of Sulfur, Tsukuba, Japan, 1996, 234.

  5. L. Brandsma, B. Trofimov, N. Nedolya, and A. Mal’kina,Abstr. of 17th Intern. Symp. on the Organic Chemistry of Sulfur, Tsukuba, Japan, 1996, 233.

  6. L. Brandsma, N. A. Nedolya, R.-Zh. de Lang, and B. A. Trofimov,Izv. Akad. Nauk, Ser. Khim., 1996, 3024 [Russ. Chem. Bull., 1996,45, 2873 (Engl. Transl.)].

    Google Scholar 

  7. L. Brandsma and H. D. Verkruijsse, inStudies in Organic Chemistry. 8. Synthesis of Acetylenes, Allenes and Cumulenes. A Laboratory Manual, Elsevier, Amsterdam, 1981, 190.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 865–867, April, 1997.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Brandsma, L., Nedolya, N.A., van der Kerk, A.C.T.H.M. et al. An unexpected pathway of the reaction of lithiated 1,1-dimethylallene with isopropyl isothiocyanate. Russ Chem Bull 46, 832–833 (1997). https://doi.org/10.1007/BF02495225

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02495225

Key words

Navigation