- Metal-free three-component synthesis of thioamides from β-nitrostyrenes, amines and elemental sulfur
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A metal-free C[dbnd]C bond cleavage reaction of β-nitrostyrenes in the presence of elemental sulfur and secondary amines/amides is described. Elemental sulfur serves as both a raw material and an oxidant for C[dbnd]C bond cleavage, and secondary amines or amides are both feasible nitrogen sources. Besides mild reaction condition and simple work-up procedure, the method provided thioamides with good to excellent yields.
- Peng, Ling,Ma, Li,Ran, Ying,Chen, Yunfeng,Zeng, Zhigang
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supporting information
(2021/05/05)
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- Method for preparing aryl thioamide compound
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The invention discloses a method for preparing an aryl thioamide compound. The method comprises the following steps: under the protection of inert gas, performing stirring to react for 6-12 hours at the reaction temperature of room temperature to 60 DEG C by taking aryl methanol as a substrate, sublimed sulfur as a sulfur source, an alkali metal complex formed by combining alkali metal salt and ligand as a catalyst, alkali as an accelerant, formamide as a solvent and an amine source; and carrying out post-treatment on the reaction product to obtain the aryl thioamide compound. According to theinvention, cheap and easily available aryl methanol is used as a substrate for three-component reaction to prepare the corresponding thioamide compound; the method for preparing the aryl thioamide compound has the technical advantages of simple technological process, high yield, less pollution, safety, environmental protection, greenness, mildness and the like.
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Paragraph 0071-0073
(2021/03/31)
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- Method for promoting elemental sulfur to synthesize thioamide by mixed alkali in water phase
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The invention provides a method for promoting elemental sulfur to synthesize a thioamide compound by a mixed alkali in a water phase, and belongs to the field of organic synthesis. According to the method, an aldehyde compound and an amide compound are us
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Paragraph 0041-0044; 0081-0084
(2020/07/13)
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- Mixed bases mediated synthesis of thioamides in water
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A mixed bases mediated protocol is developed to synthesize thioamides from N-aryl or N-alkylamide, aldehyde and elemental sulfur in water. This reaction requires no addition of external oxidant and avoids large excess of amides. Various functional groups
- Li, Jiao,Ren, Xuanhe,Li, Ganzhong,Liang, Helong,Zhao, Yajie,Wang, Zhiwu,Li, Heng,Yuan, Bingxin
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p. 229 - 237
(2020/02/20)
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- Base-Controlled Three Component Reactions of Amines, Elemental Sulfur, and Styrenes: Synthesis of Thioamides under Metal-Free Conditions
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Three component reactions of olefins, amines, and sulfur were studied. Thioamidation of styrenes is base-controlled, and 2-phenylethanethioamides and benzothioamides were obtained selectively in the presence of two different bases. This protocol offers a simple and efficient procedure for the synthesis of thioamides.
- Zhang, Pingshun,Chen, Wanzhi,Liu, Miaochang,Wu, Huayue
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p. 14269 - 14276
(2018/11/25)
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- K2S2O8-promoted aryl thioamides synthesis from aryl aldehydes using thiourea as the sulfur source
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Thiourea as a sulfur atom transfer reagent was applied for the synthesis of aryl thioamides through a three-component coupling reaction with aryl aldehydes and N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC). The reaction could tolerate various functional groups and gave moderate to good yields of desired products under the transition-metal-free condition.
- Bian, Yongjun,Qu, Xingyu,Chen, Yongqiang,Li, Jun,Liu, Leng
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- Transition-Metal-Free Cleavage of C-C Triple Bonds in Aromatic Alkynes with S8 and Amides Leading to Aryl Thioamides
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A novel transition-metal-free cleavage reaction of C-C triple bonds in aromatic alkynes with S8 and amides furnishes aryl thioamides in moderate to excellent yields. The remarkable features of this thioamidation include the metal-free cleavage of C-C triple bond, mild reaction conditions, as well as wide substrate scope that is particularly compatible with some internal aromatic alkynes and acetamides.
- Xu, Kai,Li, Ziyi,Cheng, Fangyuan,Zuo, Zhenzhen,Wang, Tao,Wang, Mincan,Liu, Lantao
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supporting information
p. 2228 - 2231
(2018/04/30)
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- Aqueous Compatible Protocol to Both Alkyl and Aryl Thioamide Synthesis
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An efficient aqueous synthesis of thioamides through aldehydes, sodium sulfide, and N-substituted formamides has been developed. Both alkyl and aryl aldehydes are amenable to this protocol. N-Substituted formamides are essential for this transformation. Readily available inorganic salt (sodium sulfide) serves as the sulfur source in water, which makes this method much more practical and efficient. Furthermore, the late-stage modification of bioactive molecules and derivatives through this protocol has been established.
- Wei, Jianpeng,Li, Yiming,Jiang, Xuefeng
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supporting information
p. 340 - 343
(2016/02/03)
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- Dimethylamine as the key intermediate generated in situ from dimethylformamide (DMF) for the synthesis of thioamides
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An improved and efficient method for the synthesis of thioamides is presented. For this transformation, dimethylamine as the key intermediate is generated in situ from dimethylformamide (DMF). All the tested substrates produced the desired products with excellent isolated yields.
- Liu, Weibing,Chen, Cui,Liu, Hailing
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supporting information
p. 1721 - 1726
(2016/04/10)
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- Copper(II)-catalyzed reactions of dimethylformamide with phenylacetonitrile and sulfur to form N,N-dimethylthioamides
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Novel copper-catalyzed three-component reactions of phenylacetonitrile, sulfur and DMF (dimethyformamide) for the selective preparation of N,N-dimethylthiobenzamide and N,N-dimethyl-2-phenylethanethioamides in yields of up to 96% are described. Copyright
- Qu, Yanyang,Li, Zhengkai,Xiang, Haifeng,Zhou, Xiangge
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supporting information
p. 3141 - 3146
(2013/12/04)
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- Ammonium phosphorodithioate: A mild, easily handled, efficient, and air-stable reagent for the conversion of amides into thioamides
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A simple, efficient, and new method has been developed for the synthesis of thioamides from amides. As described below, the reaction of a variety of aromatic and aliphatic amides in the presence of ammonium phosphorodithioate as an efficient reagent proceeded effectively to afford the corresponding thioamides in high yields. This method is easy, rapid, and high-yielding for the synthesis of thioamides from amides using an easily handled reagent. Georg Thieme Verlag Stuttgart · New York.
- Kaboudin, Babak,Malekzadeh, Leila
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experimental part
p. 2807 - 2810
(2012/01/02)
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- Process for preparing 5-aroyl-2,3-dihydro-1H-pyrrolizine-1,1-dicarboxylates (II) and intermediates therefor
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5-Aroyl-2,3-dihydro-1H-pyrrolizine-1,1-dicarboxylates of the formula STR1 are prepared from 2-aroylpyrroles. Hydrolysis and mono-decarboxylation of these compounds affords ketorolac and related compounds.
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- Process for preparing 5-aroyl-2,3-dihydro-1H-pyrrolizine-1,1-dicarboxylates (I) and intermediates therefor
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5-Aroyl-2,3-dihydro-1H-pyrrolizine-1,1-dicarboxylates of the formula STR1 are prepared from 2-aroylpyrroles. Hydrolysis and mono-decarboxylation of these compounds affords ketorolac and related compounds.
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