822-38-8Relevant academic research and scientific papers
The Reactions of the 1,2-Ethanediylbis(trithiocarbonic acid) Dianion with Several Electrophilic Reagents
Tanimoto, Shigeo,Oida, Tatsuo,Kokubo, Toshio,Okano, Masaya
, p. 339 - 340 (1982)
It has been found that the reaction of the 1,2-ethanediylbis(trithiocarbonic acid) dianion with haloacetic esters, chloromethyl ethers, and chloromethyl sulfides in tetrahydrofuran proceeds smoothly to afford 1,2-ethanediylbis(alkoxycarbonylmethyl trithiocarbonates), 1,2-ethanediylbis(alkoxymethyl trithiocarbonates) and bis(alkylthiomethyl) trithiocarbonates plus ethylene trithiocarbonate respectively.
A convenient one-pot method for the synthesis of symmetrical dialkyl trithiocarbonates using NH4OAc under mild neutral conditions
Arzehgar, Zeinab,Ahmadi, Hosna
, p. 303 - 306 (2018/11/01)
A facial, new, one-pot method for the preparation of symmetrical organic trithiocarbonates from various alkyl halides and carbon disulfide is described. This is a convenient, clean, and mild procedure, which involves the use of the neutral, nontoxic, commercially available, and inexpensive reagent NH4OAc in the preparation of the trithiocarbonate ion from carbon disulfide.
Reaction of three cyclic thioester ligands with triiron dodecacarbonyl and possible reaction mechanisms
Xiao, Zhiyin,Wang, Yongli,Chen, Xueyuan,Long, Jiao,Wei, Zhenhong
, p. 1595 - 1601 (2017/11/03)
Abstract : Three cyclic thioesters of the formula “-SCH2CH2SCO(CH2)n-” (L1, n = 0 ? L2, = 1 , L3, n = 2) and their reactions with Fe 3(CO) 12 are reported. All the reactions produced a known diiron complex, [Fe 2(μ - S 2C 2H 4) (CO) 6] (1), which suggested that in the reactions, cleavage of C-S bond to generate “SCH 2CH 2S ” fragment is a common pathway for all the three ligands. In the case of ligand L2, a new complex 2, [Fe 2{ μ - SC 2H 4(SCH 2) - κ } (CO) 6] was isolated and structurally characterized. In the reaction of ligand L3, an unknown iron carbonyl product was isolated in addition to complex 1. Although its precise structure was not established due to its instability and low yield, its infrared spectrum and decomposing into complex 1 implied that the product may be a cluster with higher nuclearity. The experimental observations suggested that with the increase of the ring size of the cyclic thioester ligands, further bond cleavages were involved in the reaction in addition to that leading to complex 1. GRAPHICAL ABSTRACT: SYNOPSIS Reaction of cyclic thioester ligands with triiron dodecacarbonyl leads to scission of C-S (C) bond which is initiated by the coordination of the S atom to the Fe atom. The larger the ring size of the ligand, the more diverse are the bond cleavages. [Figure not available: see fulltext.].
Atom economical synthesis of di- and trithiocarbonates by the lithium: Tert -butoxide catalyzed addition of carbon disulfide to epoxides and thiiranes
Diebler,Spannenberg,Werner
supporting information, p. 7480 - 7489 (2016/08/16)
Alkali metal alkoxides were studied as catalysts for the addition of CS2 to epoxides. A screening of several commercially available alkoxides revealed lithium tert-butoxide as an active and selective catalyst for this reaction. The influence of different reaction parameters as well as the substrate scope under optimized reaction conditions has been studied. Terminal and highly substituted epoxides as well as thiiranes were converted. In total 28 products were prepared and isolated in yields up to 95%. Notably, the reactions were performed under mild conditions without additional solvents. The regio- and stereoselectivity of the reaction has been studied e.g. by converting (R)-styrene and (R)-propylene oxide. Moreover, the test reaction was monitored by 13C NMR and a plausible mechanism for the conversion of terminal and internal epoxides is given. This proposal is in agreement with the observed regio- and stereoselectivity of the reaction.
Superbasic system CsOH/DMSO as a reagent for a fast one-step synthesis of symmetrical dialkyl trithiocarbonates
Yousefi, Ali
, p. 672 - 677 (2015/11/18)
Symmetrical dialkyl trithiocarbonates were readily synthesized in excellent yields by one-step reaction of carbon disulfide and various alkyl halides under mild reaction conditions in the presence of cesium hydroxide as a super basic system. This method provides a synthesis of symmetrical dialkyl trithiocarbonates in short reaction times without the use of highly toxic starting materials.
An Efficient and Straightforward Access to Symmetrical Dialkyl Trithiocarbonates Using a Basic Task-Specific Ionic Liquid and Carbon Disulfide
Sayyahi, Soheil,Moonesi, Saeid,Fallah-Mehrjardi, Mehdi
, p. 1718 - 1722 (2015/11/02)
We report an efficient one-pot route for the synthesis of symmetrical dialkyl trithiocarbonates from alkyl halides using carbon disulfide and a basic ionic liquid 1,1′-bis-methyl-3, 3-methylene-bisimidazolium dihydroxide as a reagent and phase-transfer catalyst.
An efficient one-pot approach to the synthesis of symmetric trithiocarbonates from carbon disulfide and alkyl halides using imidazole
Soleiman-Beigi, Mohammad,Taherinia, Zahra
, p. 470 - 476 (2014/08/18)
A novel method is reported for the synthesis of symmetric dialkyl and cyclic (5, 6 and 7 member) trithiocarbonates from alkyl halides and carbon disulfide in the presence of imidazole and water in DMSO under mild reaction conditions. Imidazole is used as an inexpensive, non-toxic and readily available catalyst in this procedure.
K3PO4-mediated one-pot synthesis of symmetrical trithiocarbonates
Movassagh, Barahman,Alapour, Saba
, p. 222 - 226 (2013/08/26)
A new procedure has been developed for synthesis of symmetrical trithiocarbonates by one-pot reaction of carbon disulfide, and various alkyl halides in dimethylformamide using K3PO4 as an inexpensive and effective reagent.
A novel one-step synthesis of symmetrical dialkyl trithiocarbonates in the presence of phase-transfer catalysis
Kiasat, Ali Reza,Mehrjardi, Mehdi Fallah
experimental part, p. 639 - 642 (2009/05/11)
Symmetrical trithiocarbonates were directly obtained, in moderate to excellent isolated yields, by the reaction of various primary, secondary, allylic and benzylic halides or alkyl tosylates with a suspension of granulated KOH and alumina in CS2 under phase-transfer catalysis. In this manner, cyclic trithiocarbonates such as 1,3-dithiolane-2-thione can also be prepared without formation of any polymeric by-products.
Basic Al2O3 as an efficient heterogeneous reagent for the synthesis of symmerical dialkyl trithiocarbonates
Kiasat, Ali Reza,Kazemi, Foad,Savari, Ali
, p. 1057 - 1063 (2008/09/18)
This work deals with reaction of alkyl halides with carbon disulfide in the presence of basic alumina as heterogeneous and reusable reagent. It afforded symmetrical dialkyl trithiocarbonate in moderate to excellent isolated yields. Reaction of 1,2-dichloro ethane with carbon disulfide also proceeded in a similar manner to give a five-membered cyclic trithiocarbonate without formation of any polymeric by-product. Copyright Taylor & Francis Group, LLC.
