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In the diyne substrate series, Yamamoto et al.¡¯s Ru(II)-catalyzed [2 + 2 + 2] cyclotrimerization reaction with benzyl isocyanate (26) was also translated effectively to solid-phase synthesis (27), using diyne substrates 4a,b,d. Some optimization of reaction conditions was required, because extended reaction times (12 h vs. 6 h) resulted in formation of an inseparable side product, apparently due to coupling of a second equivalent of benzyl isocyanate (M + 133). Under the optimized conditions, consistent with our solution-phase results, pyrrolopyridone products 27a,b were formed efficiently with complete regioselectivity and 27d/27¡äd were formed as a 1¡Ã1 mixture of regioisomers that were separable after cleavage from the solid support.

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lgq101(½ð±Ò+15, ·­ÒëEPI+1): ÕæºÃ£¬·Ç³£¸Ðл£¡£¡£¡ 2011-06-24 09:22:00
In the diyne substrate series, Yamamoto et al.¡¯s Ru(II)-catalyzed [2 + 2 + 2] cyclotrimerization reaction with benzyl isocyanate (26) was also translated effectively to solid-phase synthesis (27), using diyne substrates 4a,b,d. ÔÚ¶þȲµ×ÎïϵÁÐÖУ¬Ê¹ÓöþȲµ×Îï4a¡¢b¡¢d£¬YamamotoµÈµÄÒìÇèËáÜÐõ¥´æÔÚϵÄîÉ´ß»¯[2 + 2 + 2]»·Èý¾Û·´Ó¦Ò²±»³É¹¦µØÒýÈëµ½¹ÌÏàºÏ³ÉÖÐʹÓá£Some optimization of reaction conditions was required, because extended reaction times (12 h vs. 6 h) resulted in formation of an inseparable side product, apparently due to coupling of a second equivalent of benzyl isocyanate (M + 133). ÓÉÓÚ½áºÏÁËÒìÇèËáÜÐõ¥(M + 133)£¬ÐγÉÄÑÒÔ·ÖÀëµÄ¸±²úÎï¶øµ¼Ö·´Ó¦Ê±¼äÑÓ³¤£¬Òò¶ø¶Ô·´Ó¦Ìõ¼þÐèÒª½øÐÐijЩÓÅ»¯¡£Under the optimized conditions, consistent with our solution-phase results, pyrrolopyridone products 27a,b were formed efficiently with complete regioselectivity and 27d/27¡äd were formed as a 1¡Ã1 mixture of regioisomers that were separable after cleavage from the solid support.ÔÚÓÅ»¯ÊµÑéÌõ¼þÏ£¬ÓëÎÒÃÇÒºÏàÊÔÑé½á¹ûÒ»Ö£¬¸ßЧÐγÉÁ˾߱¸ÍêÈ«ÇøÓòÑ¡ÔñÐÔµÄpyrrolopyridone²úÎï27a¡¢b£¬27d/27¡ädÐγɴÓÔØÌåÉϽâÀëÏÂÀ´ºó¿É·ÖÀëµÄregioisomersµÄ1:1»ìºÏÎï¡£
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