5340-30-7Relevant articles and documents
Winnik,Stoute
, p. 2788 (1973)
Boration Reactions with 1-Alkynes
Binnewirtz, Ralf-Juergen,Klingenberger, Helmut,Welte, Rainer,Paetzold, Peter
, p. 1271 - 1284 (2007/10/02)
Halodiorganoboranes R2BHal(R = Et, Ph) as well as benzyldihaloboranes PhCH2BHal2 undergo a regiospecific addition to the triple-bond of 1-alkynes ACCR'.The reversible haloboration (1) gives Z-alkenes as the more stable isomers.At elevated temperatures, the irreversible 1,1-organoboration (2) predominates, accompanied by a 1,2-transfer of A, whereas the 1,2-organoboration (3) is observed only as an unimportant side-reaction in a few cases.The cyclisation (4) occurs as a sequence of cis-haloboration and intramolecular aromatic alkenylation in the case of PhCH2BCl2 as borating agent.