61539-89-7Relevant academic research and scientific papers
α-Alkylation of tertiary amines by C(sp3)–C(sp3) cross-coupling under redox neutral photocatalysis
Pandey, Ganesh,Tiwari, Sandip Kumar,Singh, Bhawana
supporting information, p. 4480 - 4483 (2016/09/14)
Direct α-alkylation of N-phenyl-tetrahydroisoquinoline with alkyl selenides of desired alkyl chain length and functionality is reported by photoredox catalysis. Construction of hexahydro pyrrolo- and pyrido-isoquinoline scaffolds along with indolines and tetrahydroquinolines is also described by intramolecular C(sp3)–C(sp3) cross-couplings.
Highly regioselective hydroselenation of inactivated terminal alkynes using diselenide-Ph2P(O)H mixed systems under visible-light irradiation
Kobiki, Yohsuke,Kawaguchi, Shin-Ichi,Ogawa, Akiya
, p. 5453 - 5456 (2013/09/23)
Upon visible-light irradiation, we could achieve a highly regioselective hydroselenation of inactivated terminal alkynes to give 1-(organylseleno)-1- alkenes by using diselenide-Ph2P(O)H mixed systems. The photoinduced hydroselenation presented in this study is advantageous as it does not involve the handling of oxygen-sensitive and foul-smelling selenols.
A simple zinc-mediated preparation of selenols
Santi, Claudio,Santoro, Stefano,Testaferri, Lorenzo,Marcello Tiecco
scheme or table, p. 1471 - 1474 (2009/04/07)
Under acidic conditions zinc reduces diselenides to afford selenols, which can be either isolated or treated in situ with alkyl halides to produce alkyl selenides or with epoxides to give β-hydroxyselenides. Georg Thieme Verlag Stuttgart.
Odorless diphenyl diselenide and disulfide: Syntheses and applications
Patra, Pranab K.,Shanmugasundaram, Kandasamy,Matoba, Manabu,Nishide, Kiyoharu,Kajimoto, Tetsuya,Node, Manabu
, p. 447 - 457 (2007/10/03)
Bis[4-(trimethylsilyl)phenyl]diselenide (3) and bis[4-(trimethylsilyl) phenyl]disulfide (31) are found to be odorless equivalents of the commonly used diphenyl diselenide and diphenyl disulfide, respectively. The diselenide 3 is shown to be useful in the preparation of odorless selenium(II) chloride 26 and selenium(IV) trichloride 28 that follow similar reactivity patterns to their phenyl derivatives and can be stored refrigerated under dry conditions. The corresponding selenium(II) bromide had to be prepared fresh from 3 before use. It is also shown that the trimethylsilyl group in the sulfide products can be protodesilylated quantitatively using TFA. Georg Thieme Verlag Stuttgart.
Reaction of organic selenocyanates with hydroxides: The one-pot synthesis of dialkyl diselenides from alkyl bromides
Krief, Alain,Dumont, Willy,Delmotte, Cathy
, p. 1669 - 1672 (2007/10/03)
The amount of hydroxide used in the reaction with organic selenocyanate determines the identity of the product (see scheme). Dialkyl and diaryl diselenides are efficiently prepared with 0.5 equivalents of hydroxide, whereas the reaction of aryl selenocyanates with at least one molar equivalent of hydroxide leads to the formation of aryl selenolates, R = Ph, Bu, iPr, PhCH2; M = Li, Na, K.
Reductive Cleavage of the Se-Si Bond in Aryiselenotrimethylsilanes: Novel Method for the Synthesis of Unsymmetrical Selenides
Zhang, Songlin,Zhang, Yongmin
, p. 350 - 351 (2007/10/03)
Arylseienotrimethylsilanes are reduced by samarium diiodide to yield samarium areneselenolates, which react with alkyl halidesto give unsymmetrical selenides.
A convenient procedure for the preparation of organic selenides
Sakakibara,Katsumata,Watanabe,Toru,Ueno
, p. 377 - 379 (2007/10/02)
Treatment of diphenyl diselenide with tributylphosphine in an alkaline medium forms phenylselenolate ion which converts alkyl halides, α,β-unsaturated ketones, and epoxides into alkyl selenides, (phenylseleno)alkenones, and β-(phenylseleno)alkanols, respe
SYNTHESIS OF α-SELENOALKYLLITHIUM COMPOUNDS
Krief, A.,Dumont, W.,Clarembeau, M.,Bernard, G.,Badaoui, E.
, p. 2005 - 2022 (2007/10/02)
α-Phenylselenoalkyllithiums and α-methylselenoalkyllithiums have been prepared from the corresponding selenoacetals and alkyllithiums.Several features of this reaction are disclosed.For example, the reaction is more readily achieved on phenylselenoacetals than on methylseleno analogues.Those derived from hindered carbonyl compounds are less readily cleaved. s-BuLi/THF proved superior to n-BuLi in THF, itself better than n-BuLi in ether.
Novel Functional Group Transformations involving Alkyl Phenyl Selenones
Krief, Alain,Dumont, Willy,Denis, Jean-Noel
, p. 571 - 572 (2007/10/02)
Alkyl phenyl selenones readily undergo substitution reactions, and are valuable precursors of epoxides on reaction with aldehydes inthe presence of bases.
