25290-18-0Relevant articles and documents
SO2F2-Mediated Oxidative Dehydrogenation and Dehydration of Alcohols to Alkynes
Zha, Gao-Feng,Fang, Wan-Yin,Li, You-Gui,Leng, Jing,Chen, Xing,Qin, Hua-Li
supporting information, p. 17666 - 17673 (2019/01/04)
Direct synthesis of alkynes from inexpensive, abundant alcohols was achieved in high yields (greater than 40 examples, up to 95% yield) through a SO2F2-promoted dehydration and dehydrogenation process. This straightforward transformation of sp3-sp3 (C-C) bonds to sp-sp (C=C) bonds requires only inexpensive and readily available reagents (no transition metals) under mild conditions. The crude alkynes are sufficiently free of impurities to permit direct use in further transformations, as illustrated by regioselective Huisgen alkyne-azide cycloaddition reactions with PhN3 to give 1,4-substituted 1,2,3-traiazoles (16 examples, up to 92% yield) and Sonogashira couplings (10 examples, up to 77% yield).
One-step deprotonation route to zinc amide and ester enolates for use in aldol reactions and Negishi couplings
Hlavinka, Mark L.,Hagadorn, John R.
, p. 5049 - 5053 (2007/10/03)
Simple amides and esters are conveniently deprotonated by Zn(tmp)2 (tmp = 2,2,6,6-tetramethylpiperidinyl anion) to generate Zn enolates. Enolates formed by this method are suitable for use in aldol reactions that tolerate base-sensitive functional groups. Additionally, the Zn enolates are readily coupled with aryl bromides using typical Pd-catalyzed coupling methods.
A cobalt-phosphine complex as mediator in the formation of carbon-carbon bonds
Orsini,Pelizzoni,Pulici
, p. 1 - 3 (2007/10/02)
The tetrakis(trimethylphospine)cobalt(0) complex, [Co{P(CH3)3}4], in either stoichiometric or catalytic amounts, was shown to be an efficient mediator for a one-pot Reformatsky-type reaction between activated halogen derivatives (esters, amides, lactones) and carbonyl compounds (aldehydes, ketones) to produce a variety of alcohols.
