1: Py*HBr3, AcOH 2: KOH, triethylene glycol / 160 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342938', constants.ctx, '0')">lithium hydroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4371014', constants.ctx, '0')">ammonium chloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11323889', constants.ctx, '0')">bis-triphenylphosphine-palladium(II) chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '969132', constants.ctx, '0')">pentane</a> <br />&nbsp;to a stirred soln. of dibromoborane in pentane is added PdCl2(PPh3) at 0&deg;C under argon, addn. of zinc compd. (in THF), stirring at room temp. for 3 h, adding aq. soln. of LiOH and iodocompd., heating for 15 h; purifn. with column chromy. (silica/hexane) after extn. with hexane;&nbsp;<br /> &nbsp;