Snider, Barry B. published the artcileControl of the regioselectivity of oxidative free-radical cyclizations by addition to haloalkenes, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of Organic Chemistry (1992), 57(15), 4195-205, database is CAplus.
Chlorine substituents on the alkene control the regioselectivity of the cyclization of 5-hexenyl or 6-heptenyl radicals generated by oxidation of an acetoacetate ester or 1,3-diketone with Mn(OAc)3·2H2O. 6-exo-Cyclization of the radicals obtained by oxidation of benzoylacetone derivatives RCOCH2CO(CH2)3CH:CHCl [R = Ph, 2,4-(MeO)2C6H3], containing a chlorine on the terminal double bond carbon, gives α-chloroalkyl radicals that add to the aromatic ring which by elimination of HCl leads to naphthols I (R1 = H, OMe) indicating that this reaction may be useful for aureolic acid synthesis . exo-Cyclization is the exclusive process with acetoacetates e.g., CH2:CHCH2CH(CO2Me)CO(CH2)2CH:CHCl, containing a chlorine on the terminal double bond carbon. 6-endo-Cyclization is the exclusive process with acetoacetates e.g., CH2:CHCH2CH(CO2Me)CO(CH2)2CCl:CH2, containing a chlorine on the internal double bond carbon. Intra- and intermol. competition experiments indicate that these effects are primarily steric. The chlorine substituent controls the regioselectivity of the cyclization by sterically hindering attack of the radical on the chlorine bearing double bond carbon thereby retarding formation of the β-chloroalkyl radical. The chlorine substituent does not electronically accelerate attack on the other end of the double bond to give the α-chloroalkyl radical.
Journal of Organic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H5Br2F, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary