A Novel One??Pot Conversion of Allyl Alcohols into Primary Allyl Halides Mediated by Acetyl Halide

N Kishali, MF Polat, R Altundas…

Index: Kishali, Nurhan; Polat, M. Fatih; Altundas, Ramazan; Kara, Yunus Helvetica Chimica Acta, 2008 , vol. 91, # 1 p. 67 - 72

Full Text: HTML

Citation Number: 6

Abstract

Abstract A new and simple method for the synthesis of the primary allyl chlorides and bromides 9–16 from the secondary or tertiary allyl alcohols 3–8 and acyl halide was developed (Scheme 2, Table 1). Non-commercially available secondary and tertiary allyl alcohols were synthesized from the related ketones and aldehydes via the addition of vinylmagnesium chloride. Mechanistic studies indicate that the alcohols were first ...

3923-51-1

α-ethenyl-α-phe...

~88%

~78%

~95%

~92%

~81%

~80%

~95%

N-3 (9)-Arylpropenyl-N-9 (3)-propionyl-3, 9-diazabicyclo [3....

[Pinna, Gerard A.; Cignarella, Giorgio; Loriga, Giovanni; Murineddu, Gabriele; Mussinu, Jean-Mario; Ruiu, Stefania; Fadda, Paola; Fratta, Walter Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 1929 - 1937]

Direct Conversion of Aldehydes and Ketones to Allylic Halide...

[Fleming, Fraser F.; Ravikumar; Yao, Lihua Synlett, 2009 , # 7 p. 1077 - 1080]

Regioselective synthesis of allyltrimethylsilanes from allyl...

[Smith, Janice Gorzynski; Drozda, Susan E.; Petraglia, Susan P.; Quinn, Nina R.; Rice, Elizabeth M.; et al. Journal of Organic Chemistry, 1984 , vol. 49, # 22 p. 4112 - 4120]