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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 23
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Original Articles

A Convenient Method for Protection and Deprotection of Alcohols and Phenols as Alkylsilyl Ethers Catalyzed by Iodine Under Microwave Irradiation

Ira Saxena Organic Chemistry Division, Regional Research Laboratory, Jorhat, Assam, India
,
Nabajyoti Deka Organic Chemistry Division, Regional Research Laboratory, Jorhat, Assam, India
,
Jadab C. Sarma Organic Chemistry Division, Regional Research Laboratory, Jorhat, Assam, India; JSPS Fellow in the Department of Environmental Chemistry and Materials, Okayama University, Tsushima, Okayama 700-8530, Japan, during November 2000 to September 2001Correspondence[email protected]
&
Sadao Tsuboi Department of Environmental Chemistry and Materials, Okayama University, Okayama, JapanCorrespondence[email protected]
Pages 4185-4191 | Received 07 Jun 2003, Published online: 16 Aug 2006
 
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Abstract

Irradiation of alcohols or phenols with tert-butyldimethylsilyl chloride (TBDMSCl) or trimethylsilyl chloride (TMSCl) in presence of catalytic amount (20 mol%) of iodine in a microwave oven for 2 min gives the corresponding silyl ethers in excellent yield. Iodine in methanol deprotects the silyl ether into its parent alcohol or phenol under similar reaction conditions.

Acknowledgment

Authors are grateful to the Director, RRL Jorhat for providing the facilities, ND & IS thank CSIR for their Senior Research Fellowships and JCS thanks JSPS for the invitation Fellowship.

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