The Reaction of 2‐butynedinitrile with 2,3,4,5‐tetramethylfuran
Abstract
2‐Butynedinitrile Reacts by (2 + 4)‐cycloaddition with One or Two Equivalents of 2,3,4,5‐tetramethylfuran to Give 1,4,5,6‐tetramethyl‐7‐oxabicyclo[2.2.1]hepta‐2,5‐diene‐2,3‐dicarbonitrile (1) and 1α,4α,4aα, 5β,8β,8aα‐hexahydro‐1,2,3,4,5,6,7,8‐octamethyl‐1,4:5,8‐diepoxy‐naphthalene‐4a,8a‐dicarbonitrile (5), Respectively. the Presence of Aluminium(III) Chloride Has No Effect on the Reactions, Unlike the Corresponding Reaction with the Analogous Thiophene. on Irradiation, 1 is Converted into 2,4,6,7‐tetramethyl‐3‐oxatetracyclo[3.2.0.02,7.04,6]heptane‐1,5‐dicarbonitrile (2) in Good Yield. the Structure of 5 Has Been Determined by a Single‐crystal X‐ray Analysis. Copyright © 1981 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
Recommended Citation
Hall, R. H., Harkema, S., den Hertog, H. J., van Hummel, G. J., & Reinhoudt, D. N. (1981). The Reaction of 2‐butynedinitrile with 2,3,4,5‐tetramethylfuran. Recueil des Travaux Chimiques des Pays‐Bas, 100(9), pp. 312-314. Wiley.
The definitive version is available at https://doi.org/10.1002/recl.19811000904
Department(s)
Business and Information Technology
International Standard Serial Number (ISSN)
0165-0513; 0165-0513
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2023 Wiley, All rights reserved.
Publication Date
01 Jan 1981
