Organic Communications

Year: 2011 Volume: 4 Issue:1 January-February

Original Article

1) Cetylpyridinium tribromide-An environmentally benign reagent for organic brominations and acetylations

Org. Commun. (2011) 4:1 ; 1 - 8
by Anil Kumar, Alimenla Jamir, Latonglila Jamir, Dipak Sinha and Upasana Bora Sinha

Cetylpyridinium tribromide (CetPyTB) has been synthesized by a new environmentally benign protocol and its reactivity studied. Results show that the reagent shows efficiency as a brominating agent for electron-rich aromatic compounds as well as an efficient catalyst for acetylation of the alcohols . thus proving it to be a note-worthy addition to the existing organic tribromide reagents.

Keywords
Tribromides bromination acetylation pyridinium
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© 2011 ACG Publications. All rights reserved.
Original Article

2) [1,2]-Wittig Rearrangement of THP Acetal Compounds: Facile Synthesis of Aromatic Tertiary Alcohols

Org. Commun. (2011) 4:1 ; 9 - 17
by Feng-Lei Gu, Lu-Xin Liu, Guo-Qiao Lai, Jian-Xiong Jiang, Chun-Qi Sheng, Hua-Yu Qiu and Li-Wen Xu

Several sec-aromatic THP acetal compounds have been found to be suitable substrates for the [1,2]-Wittig rearrangement in the absence of an external electrophile, which resulted in the generation of new carbon-carbon bond and the facile synthesis of aromatic tertiary alcohols. More interestingly, an unexpected effect of chlorotrimethylsilane on this [1,2]-Wittig rearrangement of sec-aromatic THP acetal compounds was found, in which two different products involving oxidative procedure were obtained due to the competitive [1,4]-Sigmatropic rearrangement versus [1,2]-Wittig rearrangement

Keywords
Wittig rearrangement acetal compound alcohol radical reaction organosilicon
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© 2011 ACG Publications. All rights reserved.