154415-31-3Relevant academic research and scientific papers
A rapid, efficient and green procedure for transformation of alkyl halides/ tosylates to organochalcogens in water
Soleiman-Beigi, Mohammad,Yavari, Issa,Sadeghizadeh, Fatemeh
, p. 41 - 44 (2018)
A one-pot and efficient synthesis of dialkyl dichalcogenides (S, Se) in aqueous media under catalyst-free conditions using benzylic, allylic and primary halides with elemental sulfur and selenium has been developed. Also, this procedure was extended to preparation of trisulfides and triselenides from secondary and tertiary halides in same condition. In all cases, products can be obtained in good to excellent yield in short reactions time.
Mo-Based Oxidizers as Powerful Tools for the Synthesis of Thia- and Selenaheterocycles
Franzmann, Peter,Beil, Sebastian B.,Schollmeyer, Dieter,Waldvogel, Siegfried R.
supporting information, p. 1936 - 1940 (2019/01/14)
A highly efficient synthetic protocol for the synthesis of thia- and selenaheterocycles has been developed. By employing a MoCl5-mediated intramolecular dehydrogenative coupling reaction, a broad variety of structural motifs was isolated in yields up to 94 %. The electrophilic key transformation is tolerated by several labile moieties like halides and tertiary alkyl groups. Due to the use of disulfide or diselenide precursors, a high atom efficiency was achieved.
Highly efficient route to diselenides from the reactions of imines and selenium in the presence of carbon monoxide and water
Zhao, Xiaodan,Yu, Zhengkun,Zeng, Fanlong,Chen, Jinzhu,Wu, Xiaowei,Wu, Sizhong,Xiao, Wen-Jing,Zheng, Zhaoyan
, p. 877 - 882 (2007/10/03)
Reactions of selenium with imines (RR1C=NR2) of aldehydes and ketones in the presence of carbon monoxide, water and triethylamine lead to reductive selenation, on aerobic work-up, to afford symmetrical diselenides (RR1CHSe)2 in good to excellent yields. The proposed mechanism suggests that both in situ generated carbonyl selenide (SeCO) and hydrogen selenide (H2Se) are involved in the reaction.
A New Method of Generation of α-Selenocarbenium Ions from Se,O-Heteroacetals and Their Reactions
Yoshimatsu, Mitsuhiro,Sato, Takashi,Shimizu, Hiroshi,Hori, Mikio,Kataoka, Tadashi
, p. 1011 - 1019 (2007/10/02)
Various Se,O-heteroacetals were prepared by the LiAlH4 reduction of diselenides 1 followed by alkylation with methoxymethyl chloride or (2-methoxyethoxy)methyl (MEM) chloride.Olefinic and acetylenic α-seleno carbenium ions were generated by the selective C-O bond cleavage of O-(2-methoxyethyl)-Se,O-heteroacetals with titanium(IV) chloride and cyclized to give the seleno heterocyclic compounds.Olefinic MEM-selenides 3a,b,d-f,h underwent the endo-mode cyclization to afford 4-chloroselenacycloalkanes 4a,b,d-f,h in good yields, whereas acetylenic MEM-selenides 12b-e,g-j underwent the exo-mode cyclization to give 3-(1-chloroalkylidene)selenacycloalkanes 13b-e,g-j.This new utilization of α-seleno carbenium ions was also applied to the intramolecular and intermolecular Friedel-Crafts reactions.
