- N-Iodosuccinimide-Initiated Spirocyclopropanation of Styrenes with 1,3-Dicarbonyl Compound for the Synthesis of Spirocyclopropanes
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Herein is reported an N-iodosuccinimide-initiated spirocyclopropanation reaction of styrenes with 1,3-dicarbonyl compounds in the presence of white LED light. The reaction proceeds via two C-H and two C-I bond cleavage event, along with two C-C bond forma
- Qian, Ping,Du, Bingnan,Song, Ruichun,Wu, Xiaodong,Mei, Haibo,Han, Jianlin,Pan, Yi
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p. 6546 - 6553
(2016/08/16)
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- Rhodium(II) Acetate Catalysed Reactions of 2-Diazo-1,3-indandione and 2-Diazo-1-indanone with Various Substrates
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Decomposition of 2-diazo-1,3-indandione (3) by rhodium(II) acetate (1) in cyclohexane and in benzene results in overall carbon-hydrogen insertion to give 2-substituted 1,3-indandiones.Anisole, 1, and 3 yield 2-(4-methoxyphenyl)-1,3-indandione (74 percent); benzenes substituted by a single methyl or halogen groups yield the corresponding ortho- and para-substitution products.Spirocyclopropanes are obtained by rhodium(II)-catalyzed additions of 3 to olefins; electron-deficient olefins do not give adducts.Substituted 4H-indenofuran-4-ones and 2,3-disubstituted spiroindene>-1',3'-diones are formed from rhodium(II)-catalyzed reactions of 3 with acetylenes.Reactions of 1 and 3 with cyclohexane, olefins, acetylenes, and arenes involve selective electrophilic carbenic or ylidic processes. 2-Diazo-1-indanone (4) is converted by 1 to 2,2'-bis (48).Thiophenol reacts with 4 and 1 to yield 2-(phenylthio)-1-indanone (49).Cyclopropanations of cyclohexene and styrene by 4 as catalyzed by 1 result in spiroheptane-7,2'-indan>-1-one (50) and 2-phenylspiroinden>-1'(3'H)-one (51), respectively.
- Rosenfeld, M. J.,Shankar, B. K. Ravi,Shechter, H.
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p. 2699 - 2705
(2007/10/02)
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- THERMAL ISOMERIZATION OF 1-PHTHALOYL-2-p-ALKYLBENZYLCYCLOPROPANES AND ALTERNATION EFFECT
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The ionic hydrogenation of some 1-phthaloyl-2-p-alkylbenzoylcyclopropanes was studied and it was shown that, independent of the alkyl substituent, only the benzoyl group is hydrogenated to the benzyl group to give 1-phthaloyl-2-p-alkylbenzylcyclopropanes.
- Alferova, S. I.,Kudryavtseva, G. A.,Zalukaev, L. P.,Parnes, Z. N.
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p. 1092 - 1095
(2007/10/02)
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