Benzeneselenenyl bromide

Benzenediamine, 57, 34 Benzeneselenenyl acetate, 59, 144 Benzeneselenenyl bromide, 59, 60, 144 BENZENESELENENYL CHLORIDE,... 

An anti stereospecific addition to 1,3-cyclohexadiene (96) has been observed also with benzeneselenenyl trifluoracetate (prepared by treatment of benzeneselenenyl bromide or... 

I-Nitroalkenes. Anions of nitroalkanes react with benzeneselenenyl bromide in THF to form nitro(phenylseleno)alkanes, which usually are not isolated but rather are converted directly into nilroalkenes by oxidation with 35% aqueous H202 (equation I).1... 

NITROALKENES Benzeneselenenyl bromide-Silver nitrate-Mercury(II) chloride. Dicyclohexylcarbodiimide. 

Benzeneselenenyl bromide-silver nitrite, 33 Benzeneselenenyl chloride-aluminum chloride. 33-34... 

The first step in a recent synthesis2 of eleutherin (7) and isoeleutherin (8) involved OOl jugate addition of 1 to the quinone 2. The alcohol obtained by reduction of 4 Undergoes intramolecular cyclization with either mercury acetate or benzeneselenenyl bromide. The first method gives 5 and 6 in equal amounts, but phenylselenoetherifi-URtion favors formation of the cis isomer 5. In this reaction, the total yield of 5 and 6 li only 56%. 

I - Alkyny lphenyl selenides. Benzeneselenenyl bromide and silver nitrite (1 equiv.) rcncl to form a reagent (presumably C6H5SeN02) that converts 1-alkynes into 1-nlkynyl phenyl selenides (equation I).1 The same reaction has been effected in generally lower yields with phenyl selenocyanate catalyzed by Cu(I).2 The products tire useful intermediates for regio- and stereoselective synthesis of vinyl selenides. 

Use of benzeneselenenyl bromide as the electrophile in this reaction provides phenyl vinyl selenides in 70-90% yield. 

Phenylselenoetherification (8,26-28). A related reaction leading to a potential precursor to deoxy sugars has been reported by Current and Sharpless. Thus the reaction of p-chlorobenzeneselenenyl bromide (6, 421) with (E)-4-hexenal (1) in CCI4 containing benzyl alcohol at reflux leads to 2 in about 65% yield. This product is converted into 3 on selenoxide elimination. When benzeneselenenyl bromide itself is used, this elimination reaction is very slow. The unsaturated compound can be functionalized in various wa3 . Of course, alcohols other than benzyl alcohol can be used. 

Baeyer-Villiger oxidation, 56, 196, 324, 509 Barium manganate, 23 Barium oxide, 23 Beckmann rearrangement, 472 Benzal chlorides, 465 Benzeneboionic acid, 23-24 7) -Benzenechiomium tricarbonyl, 117 Benzeneselenenic acid, 24 Benzeneselenenic anhydride, 2S Benzeneselenenyl bromide, 25-32 Benzeneselenenyl chloride, 25-32 Benzeneseleninic acid, 32 Benzeneseleninic anhydride, 32-34 Benzeneselenocyanate-Copper(II) chloride, 34-35... 

P-Nydmxy seienides. Benzeneselenenyl bromide also adds very readily to terminal alkenes in fact this reaction can be carried out selectively in the case of polyolefins. The resulting -bromo seienides can be converted into jS-hydroxy... 

Lithium aluminum hydride Aluminate (1-), tetrahydro-, lithium (8), Aluminate (1-), tetrahydro-, lithium, (T-4)- (9), (16853-85-3) Benzeneselenenyl bromide (8,9), (34837-55-3)... 

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