Browsing by Author "Cheng, Chun-An"

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Annulation of Benzamides with [60]Fullerene through Palladium(II)-Catalyzed C-H Bond Activation
(2011-03-18)
Chuang, Shih-Ching
;
Rajeshkumar, Venkatachalam
;
Cheng, Chun-An
;
Deng, Jie-Cheng
;
Wang, Guan-Wu
Palladium-catalyzed heteroannulation of N-substituted benzamides with [60]fullerene, which proceeds through direct sp(2) C-H bond activation to form 7-membered ring pallada-intermediate with C(60), led to formation of [60]fulleroisoquinolinones in moderate to good yields (8-64% based on recovered C(60)). A plausible reaction pathway is proposed.
Assembly of Dimethyl Acetylenedicarboxylate and Phosphanes with Aldehydes Leading to gamma-Lactones Bearing alpha-Phosphorus Ylides as Wittig Reagents
(2012-10-01)
Deng, Jie-Cheng
;
Chan, Fu-Wei
;
Kuo, Chih-Wei
;
Cheng, Chun-An
;
Huang, Chien-Yu
We report herein a convenient route to the synthesis of aryl-substituted ?-lactones bearing an a-phosphorus ylide moiety through the assembly of dimethyl acetylenedicarboxylate (DMAD), electron-deficient aldehydes, and triaryl- or trialkylphosphanes in moderate to good yields. The formation of ?-lactones is highly dependent on the reaction time, the phosphane nucleophile, and the molar ratio of DMAD, aldehyde, and phosphane. We found that reactions with a DMAD/aldehyde/tri-p-tolylphosphane molar ratio of 3:1:6 and more electron-deficient aldehydes, such as 4-nitrobenzaldehyde and 4-chloro-3-nitrobenzaldehyde, gave good yields. The isolated ylides reacted with aldehydes as Wittig reagents to give olefins in moderate yields.