120229-80-3

Upstream product

• 110174-70-4 5,5-Dimethyl-2-<1-(1-piperidinio)-cyclopropyl>-1-oxo-2-cyclohexen-3-olat 
• 110174-72-6 2-(1-piperidinocycloprop-1-yl)-5,5-dimethyl-3-oxocyclohex-1-en-1-yl acetate 
• 120229-67-6 2-(Dimethylamino)-5,6,7,8-tetrahydro-7,7-dimethyl-3-phenylspiro-<4H-chromen-4,1'-cyclopropan>-5-on 

Relevant academic research and scientific papers

Cycloaddition Reactions of 2-Cyclopropylidene-1,3-diones with Electron-Rich Alkynes

Cyclopropylidenedimedone 3, an unstable and highly reactive intermediate, is trapped in a Hetero Diels-Alder reaction by the addition of ynamines 7a-c, f, ynether 7d, or phenylacetylene (7e).Heterolysis of the resulting cycloadducts 8a-d, f leads to carboxylic acid derivatives 9a-d, f.The latter may be regarded as the result of a twofold nucleophilic substitution at a cyclopropane system according to their synthesis by the sequence 17-> 5-> 8-> 9.An opening of the cyclopropane ring takes place during hydrolysis of cycloadduct 8e producing 11.Analogously, 2-cyclopropylidene-1,3-diones 13A-13C can be generated by aminocyclopropylation of CH acids 18A-18C and subsequent deamination induced by an acylation reaction.Trapping of 13A - 13C by ethoxyacetylene (7d) or ethyl vinyl ether (4) provides the analogous cycloadducts 14A, B and 15C. - Key Words: 2-Cyclopropylidene-1,3-diones / Hetero Diels-Alder reaction / Cyclopropane derivatives