Abstract
An intermolecular [2+2] cycloaddition reaction between an alkyne and an allene is reported. In the presence of a cobalt(I)/diphosphine catalyst, a near equimolar mixture of the alkyne and allene is converted into a 3-alkylidenecyclobutene derivative in good yield with high regioselectivity. The reaction tolerates a variety of internal alkynes and mono- or disubstituted allenes bearing various functional groups. The reaction is proposed to involve regioselective oxidative cyclization of the alkyne and allene to form a 4-alkylidenecobaltacyclopentene intermediate, with subsequent C−C reductive elimination.
Original language | English |
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Pages (from-to) | 2500-2504 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 58 |
Issue number | 8 |
DOIs | |
Publication status | Published - 2019 Feb 18 |
Externally published | Yes |
Keywords
- alkynes
- allenes
- cobalt
- cycloaddition
- homogeneous catalysis
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)