52791-84-1Relevant academic research and scientific papers
The efficient conversion of H2S into mercaptan alcohols mediated in protic ionic liquids under mild conditions
Hu, Xingbang,Shi, Mingzhen,Tu, Zhuoheng,Wu, Youting,Xiong, Wenjie,Zhang, Xiaomin
supporting information, p. 7969 - 7975 (2021/11/01)
The resource utilization of hydrogen sulfide (H2S) is an important and promising topic in energy chemical engineering. Previous products developed in our group through H2S conversion are sulfur or mercaptan acids. An alternative way to convert H2S is still desirable. Herein, we have developed a green and mild method to convert H2S into mercaptan alcohols by the addition reaction with epoxide mediated in tertiary amine-functionalized protic ionic liquids (PILs). Reaction kinetics, substrate scope, and regeneration experiments have all been explored. Almost quantitative conversion of substrates was realized with a catalytic loading of PILs at 30 °C. Water extraction was used to recycle the catalysts from the reaction system. It is believed that the excellent results, together with its operational simplicity and the ability to successively reuse the catalyst, make this new methodology environmentally benign and cost-effective. The generality of the H2S resource methodology gives it potential for application on an industrial scale.
Synthesis of some highly functionalized thiophene-3-carboxylates and alcohols
Coppola, Gary M.,Damon, Robert E.,Yu, Harvey
, p. 687 - 696 (2007/10/03)
Highly functionalized thiophenes are prepared by two methods. The first uses a lithium-halogen exchange reaction on a trisubstituted 5-bromothiophene 25 to generate the corresponding 5-lithiothiophene 26 which is then reacted with either dimethylformainide or formaldehyde to give the 5-formyl 28 or 5-hydroxymethylthiophene derivative 31 in good yields. These are further transformed to other tetrasubstituted thiophenes. The second method assembles the thiophene ring from three components: a benzyl mercaptan, an aldehyde, and a vinylphosphonate 10. Thus, the benzyl mercaptan is dilithiated then reacted with an appropriate aldehyde to afford a 2-mercapto-2-phenylethanol derivative 37. Michael addition of 37 to 10 followed by oxidation of the hydroxyl group furnishes ketophosphonate 39. An intramolecular Wittig-type reaction produces the thiophene skeleton.
