The mechanism of the reduction of alkyl halides with sodium borohydride in dimethyl sulphoxide

1970 ◽  
pp. 338 ◽  
Author(s):  
John Jacobus
Keyword(s):  
Sodium Borohydride ◽  
Alkyl Halides ◽  
Dimethyl Sulphoxide

Intramolecular Radical Cyclization of Vinyl, Aryl and Alkyl Halides Using Catalytic Amount of Bis-tri-n-butyltin Oxide/Sodium Borohydride: A Novel Entry to Functionalized Carbocycles

Synlett ◽  
2015 ◽  
Vol 26 (08) ◽  
pp. 1055-1058 ◽  
Author(s):  
Namasivayam Palani ◽  
Sengottuvelan Balasubramanian ◽  
Tarur Dinesh
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Amount ◽  
Radical Cyclization ◽  
Alkyl Halides ◽  
Cyclization Reactions

We wish to report a facile method in which a catalytic amount of bis-tri-n-butyltinoxide (TBTO) in the presence of sodium borohydride efficiently brings about the intramolecular radical cyclization of a variety of vinyl, aryl and alkyl halides to their corresponding functionalized bicyclic and tricyclic carbocycle frameworks. The methodology obviates the need for stoichiometric amounts of tin reagent normally required for radical cyclization reactions.

8-Substitution derivatives of D-6-methylergoline-I

1983 ◽  
Vol 48 (1) ◽  
pp. 312-318 ◽  
Author(s):  
Jiří Křepelka ◽  
Drahuše Vlčková ◽  
Jiří Holubek ◽  
Jiří Roubík
Keyword(s):  
Acetic Acid ◽  
Sodium Borohydride ◽  
Dimethyl Sulphoxide ◽  
Quinoxaline Derivative ◽  
Derivatives Of ◽  
Dihydroxy Derivative

Reactions of esters I and II with methylsulphinylmethylsodium in dimethyl sulphoxide afforded β-keto sulphoxides III and IV, which were converted either into compounds V and VI under the conditions of the Pummerer rearrangement, or into ketones VII and VIII by the action of aluminium amalgam in 1,2-dimethoxyethane. Reduction of the compounds III and V with sodium borohydride produced β-hydroxy sulphoxide IX and dihydroxy derivative X respectively; the latter was characterised in the form of derivatives XI and XII. Condensation of the compound III with 1,2-diaminobenzene in acetic acid gave quinoxaline derivative XIII. The compounds prepared had no marked antilactation or antinidation activity.

Alkylation of ergoline derivatives at position N(1)

1982 ◽  
Vol 47 (2) ◽  
pp. 622-624 ◽  
Author(s):  
Jan Šmidrkal ◽  
Miroslav Semonský
Keyword(s):  
Potassium Hydroxide ◽  
Alkyl Halides ◽  
Dimethyl Sulphoxide

N(1)-Alkyl-8β-ergolines I-XII were prepared by alkylation of 8β-ergoline derivatives XIII to XVIII with alkyl halides in dimethyl sulphoxide in the presence of potassium hydroxide. The compounds I-XII exhibited weak inhibition effects on the secretion of prolactin

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