34666-42-7

Upstream product

• 2063-19-6 4-bromo-2-methylbut-3-yn-2-ol 
• 1079-66-9 chloro-diphenylphosphine 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 4145-83-9 (3-methylbuta-1,2-dien-1-yl)diphenylphosphine oxide 

Downstream Products

• 1426094-80-5 C₁₇H₁₅Br₂OP 
• 60127-60-8 (3-Brom-3-methyl-1-butinyl)diphenylphosphinoxid 

Relevant academic research and scientific papers

Formation of β-(diphenylphosphoryl)pyrroles via reactions of dibromocyclobutenylphosphine oxides with aniline

1-Phenyl-2-methyl(phenyl)-4-(diphenylphosphoryl)pyrroles are obtained, unexpectedly instead of the 1-phenyl-4-methyl(phenyl)-2-(diphenylphosphoryl) pyrrole regioisomers from a series of reactions between 1,4-dibromo-2- methyl(phenyl)-4-diphenylphosphorylc

Cumulated Trienephosphine Oxides. Bimolecular Trapping of an Alkylidenecyclopropylidene

Dihalocarbene addition to allenic phosphine oxides occurs mainly at the allylic double bond. Treatment of dibromocarbene adducts with BuLi leads to cumulated trienephosphine oxides. In some cases, the intermediate alkylidenecyclopropylidene (or its precur

1-Halo-1-acceptor-/1,1-diacceptor-substituted allenes, 9: Functionalized allenes, haloallenes, and bisallenes via [2,3]/[3,3]-sigmatropic rearrangements and their reactivity

Reaction of carbonyl compounds 1 with trimethylsilylacetylene 2 leads to the alkynols 3, which are excellent precursors of acceptor-substituted allenes. Compound 3 reacts with carbamoyl chloride 4, diethyl chlorophosphate 6, or hypohalite 8 to give the substituted alkynols 5, 7, 9. Reaction of 9 with sulfinyl chloride 10 leads to the sulfinic esters 11, which on heating undergo a [2,3]-sigmatropic shift to yield the halosulfonyl allenes 12. In the same manner the reaction of 7 and 9 with chlorophosphanes 13 or sulfenyl chlorides 15 gives rise to the generation of the phosphoryl allenes 14 and the haloallenyl sulfoxides 16, respectively. Alkynyl ketene acetal intermediates 18 are formed by starting from the alkynols 9 and orthoesters 17. Spontaneous [3,3]-sigmatropic rearrangement of 18 gives the haloallenyl esters 19. Reaction of alkynols 5 with sulfur dichloride leads to the alkynylsulfinyl esters 20, which on heating rearrange to the bisallenyl sulfones 21. Pyrolysis of 21 yields the thiophene 1,1-dioxides 22. Bisphosphorylbisallene 24 is synthesized from hexadiyndiol 23 by reaction with chlorodiethoxyphosphite. Halophosphoryl allenes 14 react with bromine to yield the oxaphospholenes 25 by cyclization and subsequent elimination of ethanol, or oxaphospholenes 26, if no appropriate leaving group is present in the molecule. Sulfonyl-1,3-dienes 27 can be synthesized by reaction of halosulfonylallenes 12 with bromine, followed by elimination of HBr. Haloallenyl ester 19a is converted in a non-generalizable reaction with bromine into the tribromo3,6-dihydro-2-pyranone 30. VCH Verlagsgesellschaft mbH, 1996.

Cumulated trienephosphine oxides. Trapping of an alkylidenecyclopropylidene

Treatment by BuLi of dibromocarbene adducts on allenic phosphine oxides leads to alkylidenecyclopropylidene that, in one case, is an exceptional stabilized cyclopropylidene: This carbene is trapped by the corresponding cumulated trienephosphine oxide in a