SYNTHESIS OF PYRROLIDINES AND PIPERIDINES VIA PALLADIUM-CATALYZED COUPLING OF VINYLIC HALIDES AND OLEFINIC SULFONAMIDES

SYNTHESIS OF PYRROLIDINES AND PIPERIDINES VIA PALLADIUM-CATALYZED COUPLING OF VINYLIC HALIDES AND OLEFINIC SULFONAMIDES
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DOI:
10.1021/jo00094a031
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发表时间:
1994-07-29
影响因子:
3.6
通讯作者:
HERR, RJ
HERR, RJ
中科院分区:
化学2区
文献类型:
--
作者:
LAROCK, RC;YANG, H;HERR, RJ

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钯催化的乙烯基卤化物和烯烃磺酰胺的偶联通过乙烯基钯加成烯烃,区域选择性重排成pi-烯丙基钯中间体,以及随后钯的分子内亲核位移,获得了2-(1-烯基)吡啶和-哌啶磺酰胺的高产率。
The palladium-catalyzed coupling of vinylic halides and olefinic sulfonamides affords good yields of 2-(1-alkenyl)pyrrolidine and -piperidine sulfonamides via vinylpalladium addition to the olefin, regioselective rearrangement to a pi-allylpalladium intermediate, and subsequent intramolecular nucleophilic displacement of palladium.