24588-70-3Relevant articles and documents
A 2 - substituted - 1, 3 - dithiane derivative of the preparation method
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Paragraph 0023; 0024; 0025; 0026, (2019/06/26)
The invention provides a preparation method of a 2-substituted-1,3-dithiane derivative. The preparation method comprises the following steps: adding 1,3-dithiane (CAS:505-23-7) and 1,2-dichloroethane (DCE) or dichloromethane (DCM) into a reaction bottle, adding N-chlorosuccinimide (NCS) under ice-bath condition, and stirring for 0.5-1 h to prepare a 2-chloro-1,3-dithiane solution; and adding an aldehyde or ketone compound and a lewis acid catalyst into the above solution, and reacting to prepare the 2-substituted-1,3-dithiane derivative. By using the 1,3-dithiane solid and different types of aldehyde and keto-carbonyl compounds as raw material and using one or more of ferric trichloride, boron trifluoride diethyl etherate, methanesulfonic acid, aluminum trichloride, ferrous chloride and nickel chloride as catalysts, preparation of the 2-substituted-1,3-dithiane derivative is realized. The catalysts used in the invention are cheap and easily available, dosage of the catalysts is low and pollution of the catalysts is little. The solid raw materials used in the invention can avoid use of fetid toxic 1,3-dimercaptopropane with strong volatility, and the purpose of protecting an experimenter's body and reducing environmental pollution is realized. In addition, the preparation method has advantages of mild reaction condition, high yield, simple operation and the like.
Nickel-Catalyzed Synthesis of Silanes from Silyl Ketones
Srimontree, Watchara,Lakornwong, Waranya,Rueping, Magnus
supporting information, p. 9330 - 9333 (2019/11/19)
An unprecedented nickel-catalyzed decarbonylative silylation via CO extrusion intramolecular recombination fragment coupling of unstrained and nondirecting group-Assisted silyl ketones is described. The inexpensive and readily available catalyst performs
Visible-light promoted dithioacetalization of aldehydes with thiols under aerobic and photocatalyst-free conditions
Xing, Zhimin,Yang, Mingyang,Sun, Haiyu,Wang, Zemin,Chen, Peng,Liu, Lin,Wang, Xiaolei,Xie, Xingang,She, Xuegong
supporting information, p. 5117 - 5122 (2018/11/24)
A novel photocatalyst-free visible-light-mediated dithioacetalization of aldehydes and thiols has been developed. This protocol is operationally simple, mild and atom-economical, which provides an environmental benign access to dithioacetals at room temperature under aerobic conditions.
Lewis Acid-Assisted Photoinduced Intermolecular Coupling between Acylsilanes and Aldehydes: A Formal Cross Benzoin-Type Condensation
Ishida, Kento,Tobita, Fumiya,Kusama, Hiroyuki
supporting information, p. 543 - 546 (2017/12/07)
Intermolecular carbon–carbon bond-forming reaction between readily available acylsilanes and aldehydes was achieved under photoirradiation conditions with assistance of a catalytic amount of Lewis acid. Nucleophilic addition of photochemically generated s
Sulfur-Directed Ligand-Free C-H Borylation by Iridium Catalysis
Liu, Li,Wang, Guanghui,Jiao, Jiao,Li, Pengfei
supporting information, p. 6132 - 6135 (2017/11/24)
An iridium-catalyzed ortho C-H borylation reaction directed by cyclic dithioacetal moiety is disclosed. A series of borylation products were obtained in moderate to good yields under mild conditions in exclusive mono- and ortho-regioselectivity. Thus, the 1,3-dithiane or 1,3-dithiolane group serves as a remarkable effective directing group for C-H borylation without any ligand assistance. The further transformations of the borylation products are also carried out to change boryl group to other functional groups.
Thioacetalization of aldehydes and ketones catalyzed by hexabromoacetone
Chaiseeda, Kittichai,Chavasiri, Warinthorn
, p. 1034 - 1039 (2017/09/08)
Protection of p-anisaldehydewith 1,3-propanedithiol under UV irradiation without a catalyst resulted in 87% yield of 1,3-dithiane in 20 min. Addition of hexabromoacetone further reduced the reaction time and UV irradiation also accelerated the formation o
Fe-catalyzed direct dithioacetalization of aldehydes with 2-chloro-1,3-dithiane
Lai, Junshan,Du, Wenbin,Tian, Lixia,Zhao, Changgui,She, Xuegong,Tang, Shouchu
, p. 4396 - 4399 (2015/01/08)
Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst.
Aluminum hydrogen sulfate [Al(HSO4)3] as an efficient catalyst for the preparation of thioacetals
Ghashang, Majid
, p. 2837 - 2842 (2013/07/26)
Aluminum hydrogen sulfate, as a heterogeneous solid acid catalyst, has been used for the mild conversion of carbonyl compounds to their thioacetals using 1,2- and 1,3-dithiol under ambient conditions with short reaction times in high to excellent yield in
Facile deprotection of dithioacetals by using a novel 1,4-benzoquinone/cat. NaI system
Inamoto, Kiyofumi,Yamada, Tetsuya,Kato, Sei-Ichi,Kikkawa, Shoko,Kondo, Yoshinori
, p. 9192 - 9199 (2013/10/01)
The combination of 1,4-benzoquinone and a catalytic amount of NaI was found to be effective for the deprotection of dithioacetals. The reactions proceeded efficiently under mild, near-neutral reaction conditions, producing a wide range of aryl and alkyl aldehydes and ketones generally in high yields with good functional group compatibility. The method developed therefore represents a general, facile, and highly applicable approach for deprotecting dithioacetals.
Silica-supported phosphorus pentoxide: A reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions
Shaterian, Hamid Reza,Azizi, Kobra,Fahimi, Nafiseh
experimental part, p. 85 - 91 (2012/01/06)
Phosphorus pentoxide supported on silica gel (P2O 5/SiO2) efficiently acts as a highly active and reusable catalyst for cyclic and non-cyclic S,S-acetalization of a variety of carbonyl compounds under mild, solvent-free an
