42512-63-0Relevant articles and documents
Synthesis of five- and six-membered dihalogenated heterocyclic compounds by electrophile-triggered cyclization
Ji, Ke-Gong,Zhu, Hai-Tao,Yang, Fang,Shaukat, Ali,Xia, Xiao-Feng,Yang, Yan-Fang,Liu, Xue-Yuan,Liang, Yong-Min
supporting information; experimental part, p. 5670 - 5678 (2010/11/05)
Highly substituted dihalogenated dihydrofurans, dihydropyrroles, and dihydro-2H-pyrans bearing alkyl, vinyl, aryl, and heteroaryl moieties can be prepared in good to excellent yields (up to 99%) by allowing 1,4-butyne-diol, 4-aminobut-2-yn-1-ol, and pent-2-yne-1,5-diol derivatives to react with different electrophiles (I2, IBr, and ICl) at room temperature. Both halogen atoms generated from electrophiles were used effectively. The resulting halides can be further exploited by using palladium-catalyzed coupling reactions. The presence of trace amount of water is essential for this electrophilic cyclization.
Iterative synthesis of oligo-1,4-diols via catalytic anti-Markovnikov hydration of terminal alkynes
Kribber, Thomas,Labonne, Aurelie,Hintermann, Lukas
, p. 2809 - 2818 (2008/03/14)
A sequential, iterative synthesis of oligo-1,4-diol building blocks has been realized via (a) propargylation of an aldehyde with allenylzinc bromide, (b) alcohol protection and (c) ruthenium-catalyzed anti-Markovnikov hydration of the terminal alkyne to r