Transition metal promoted reactions. 38. NiCl2 (dppe)-catalyzed geminal dialkylation of dithioacetals and trimethylation of ortho thioesters

YL Tzeng, PF Yang, NW Mei, TM Yuan…

Index: Tzeng, Yih-Ling; Yang, Ping-Fan; Mei, Nai-Wen; Yuan, Tien-Min; Yu, Chun-Chi; Luh, Tien-Yau Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5289 - 5293

Full Text: HTML

Citation Number: 25

Abstract

NiClp (dppe)-catalyzed cross-coupling of cinnamaldehyde dithioacetab gave the corresponding geminal dimethylation products in excellent yields. Allylic ortho thioesters afforded regioeelectively the corresponding trimethylation products. The reaction may occur via an lselectron r-allyl intermediate, which undergoes facile reductive elimination to afford the geminal dimethylation product. Benzylic dithioacetals having an ortho amino group ...

Related Articles:

Palladium-catalyzed coupling of ammonia with aryl chlorides, bromides, iodides, and sulfonates: A general method for the preparation of primary arylamines

[Vo, Giang D.; Hartwig, John F. Journal of the American Chemical Society, 2009 , vol. 131, # 31 p. 11049 - 11061]

Highly Selective Amination of o-and p-Alkyl Phenols over Pd/Al 2 O 3-BaO

[Ma, Jianchao; Wang, Huabang; Sun, Meng; Yang, Fan; Wu, Zhiwei; Wang, Donghua; Chen, Ligong Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 2 p. 387 - 392]

The interplay of steric and electronic factors affecting geometrical isomerism of diaryl ketimine derivatives

[Tetrahedron, , vol. 9, p. 210 - 229]

Intramolecular selectivity of the alkylation of substituted anilines by gaseous cations

[Journal of the American Chemical Society, , vol. 107, p. 1556 - 1561]

Gold nanoparticles assisted formation of cobalt species for intermolecular hydroaminomethylation and intramolecular cyclocarbonylation of olefins

[Catalysis Science and Technology, , vol. 3, # 11 p. 3000 - 3006]

More Articles...