- Copper-Catalyzed Propargylation of Nitroalkanes
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Using a commercially available, inexpensive, and abundant copper catalyst system, an efficient α-functionalization of nitroalkanes with propargyl bromides is now established. This mild and robust method is highly functional group tolerant and provides straightforward access to complex secondary and tertiary homopropargylic nitroalkanes. Moreover, the utility of these α-propargylated nitroalkanes is demonstrated through downstream functionalization to biologically relevant, five-membered N-heterocycles such as pyrroles and 2-pyrrolines.
- Kim, Raphael S.,Dinh-Nguyen, Linh V.,Shimkin, Kirk W.,Watson, Donald A.
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supporting information
p. 8106 - 8110
(2020/11/02)
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- Reaction of a Possible Iminoketene Precursor with 6,7-Dialkoxy-1,3-dialkyl-3,4-dihydroisoquinolines
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Reaction of 6,7-dialkoxy-1-alkyl-3,4-dihydro-3-methylisoquinolines (10 - 12) with sulphinamide anhydride (13) yields 2,3-dialkoxy-5,6,7,8-tetrahydro-6-methyl-8-oxoisoquinolinoquinazolines (14 and 19) and 2,3-dialkoxy-13a-alkyl-5,6,7,8,13,13a-hexahydro-6-methyl-8-oxoisoquinolinoquinazolines (15 - 17 and 20).Of the two possible geometrical isomers of the latter class of compounds, the cis-isomer predominates and the trans-isomer is found to be labile towards aerial oxidation.No evidence for the generation of iminoketene (21) is obtained in the reaction of sulphinamide anhydride (13) with various 3,4-dihydroisoquinoline derivatives.
- Rastogi, Shri Niwas,Kansal, V. K.,Bhaduri, A. P.
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p. 234 - 237
(2007/10/02)
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