Brase, Stefan published the artcileIntramolecular Heck couplings and cycloisomerizations of bromodienes and enynes with 1′,1′-disubstituted methylenecyclopropane terminators: Efficient syntheses of [3]dendralenes, Application In Synthesis of 69361-41-7, the publication is European Journal of Organic Chemistry (2005), 4167-4178, database is CAplus.
2-Bromoalka-1,n-dienes, e.g. I, with tetrasubstituted methylenecyclopropane end groups, under palladium catalysis, underwent cyclization with cyclopropane-ring opening to give 2-ethenyl-3-methylene-1-cycloalkenes, e.g. II, which are substituted monocyclic [3]dendralenes. The same cross-conjugated trienes were isolated in good to excellent yields (77-92 %) from the corresponding 1,6- (e.g. III) and 1,7-enynes by a more atom-economic, palladium-catalyzed cycloisomerization. The vinylpalladium halide intermediate generated by initial carbopalladation of the 1,6-enyne III with in situ generated phenylpalladium iodide also underwent the same cyclization cascade to yield the correspondingly phenyl-substituted cyclic [3]dendralene. The palladium-catalyzed cycloisomerization of an alk-1-ene-7,12-diyne gave the bicyclic cross-conjugated tetraene. Key features of the mechanism of the palladium-catalyzed cycloisomerization were proved using a specially designed model system. Like other cyclic [3]dendralenes, the ethenyl(methylene)cycloheptene IV underwent a domino-Diels-Alder reaction with N-phenyltriazoline-3,5-dione to give a single diastereomer of the pentacyclic heterocycle.
European 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 C7H13BrSi, Application In Synthesis of 69361-41-7.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary