- Inexpensive and rapid hydrogenation catalyst from CuSO4/CoCl2 — Chemoselective reduction of alkenes and alkynes in the presence of benzyl protecting groups
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The simple reduction of a number of alkenes and alkynes was performed with a typical reaction time of 20 min using a copper-cobalt catalytic system. The reduction did not cleave benzyl protecting groups which are usually vulnerable to catalytic hydrogenation reactions. The catalyst can be prepared in situ by reduction of the inexpensive precursor salts CuSO4 and CoCl2 with NaBH4. Sodium borohydride was also used as an easily handled hydrogen source for the catalytic reductions. No pressure, heating or inert atmosphere is required and purification/catalyst removal is achieved using extraction procedures, making this approach simple and efficient.
- Ficker, Mario,Svenningsen, S?ren W.,Larribeau, Thomas,Christensen, J?rn B.
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supporting information
p. 1125 - 1129
(2018/02/21)
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- SYNTHESIS OF ALKYL N-CYANO-N-SUBSTITUTED CARBAMATES AND N,N-DISUBSTITUTED CYANAMIDES
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The reaction of S,S' methyl cyanodithioimidocarbonate with potassium hydroxide in alkyl or benzyl alcohol furnished the O-alkyl and benzyl O-potassium cyanoimidocarbonates (1-5).The reaction of the potassium salts (1, 3, or 4) with 10 percent excess of alkyl, allyl or benzyl halides afforded the unknown titled carbamates (6-17).The reaction of 2 with 10 percent excess benzyl bromide or 5 with 10 percent excess methyl iodide gave the same product, N-benzyl-N-methyl cyanamide (18).The reaction of 2 with 10 percent and 55 percent excess allyl bromide afforded N-allyl-N-methyl cyanamide (19) and N,N-diallyl cyanamide (20), respectively.The reaction of 3 with 28 percent excess of allyl iodide furnished N-allyl-N-propyl cyanamide (21). Possible mechanisms and supporting NMR, IR and mass spectra data are discussed.
- Suba, Lydia,Schafer, Tann,Ruminski, Peter G.,D'Amico John J.
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p. 219 - 226
(2007/10/02)
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