Yen, CTCTYenLiu, YHYHLiuSHIUH-TZUNG LIU2023-06-162023-06-1620230009-4536https://scholars.lib.ntu.edu.tw/handle/123456789/632758Palladium-promoted vinylation of cyclohexenes via employment of a directing-group strategy to yield the coupled vinyl cyclohexenes with excellent regio- and stereoselectivity was studied. Typically, reaction of 2-(cyclohex-2-en-1-yl)-N-tosylacetamide (1a) with (Z)-styryl bromides (2) gave cis-2-[(E)-styryl]cyclopent-3-en-1-yl-N-tosylacetamides in good to excellent yields. It is noticed that (Z)-styryl moiety was inverted into (E)-form in products. Unfortunately, (E)-styryl bromide substrates were not suitable for this reaction under the condition investigated. Further studies on norbornene system, we found that palladium-catalyzed reaction of endo-N-tosylbicyclo[2.2.1]hept-5-ene-2-carboxamide (6) with styryl bromides gave the Aza-Heck type products.enAza-Heck reaction; cyclohexene; E; palladium; vinylation; AZA-HECK CYCLIZATIONSjournal article10.1002/jccs.2022005292-s2.0-85148417099WOS:000944244200001https://api.elsevier.com/content/abstract/scopus_id/85148417099