10604-60-1Relevant articles and documents
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Landauer,Rydon
, (1954)
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Iodination of alcohols using triphenylphosphine/iodine under solvent-free conditions using microwave irradiation
Hajipour, Abdol Reza,Falahati, Ali Reza,Ruoho, Arnold E.
, p. 4191 - 4196 (2006)
A straightforward and effective procedure for the conversion of benzylic, allylic and aliphatic alcohols to the corresponding iodides using Ph3P/I2 under solvent-free conditions using microwave irradiation is reported.
Silica chloride in the presence of NaI is a useful system for the efficient and selective conversion of TMS, TBDMS and THP ethers into their corresponding iodides
Firouzabadi, Habib,Iranpoor, Nasser,Hazarkhani, Hassan
, p. 7139 - 7141 (2002)
Direct and highly selective conversion of benzylic, allylic and propargylic TMS, TBDMS and THP ethers into their corresponding iodides with the SiO2-Cl/NaI system is described. Reactions were conducted in CH3CN at room temperature. Aliphatic silyl and tetrahydropyranyl ethers remained almost intact under similar reaction conditions.
An expedient stereoselective synthesis of (Z)- and (E)-allyl iodides from Baylis-Hillman adducts along with selective iodination of benzylic alcohols using the polymethylhydrosiloxane-iodine system
Das, Biswanath,Holla, Harish,Srinivas, Yallamalla,Chowdhury, Nikhil,Bandgar
, p. 3201 - 3204 (2007)
A stereoselective method has been developed for the synthesis of (Z)- and (E)-allyl iodides from Baylis-Hillman adducts using polymethylhydrosiloxane (PMHS) and iodine in chloroform at room temperature. In addition, the reagent system has been utilized for the iodination of benzylic alcohols selectively.
Iodination of alcohols using triphenylphosphine/iodine in ionic liquid under solvent-free conditions
Hajipour, Abdol Reza,Mostafavi, Majid,Ruoho, Arnold E.
, p. 87 - 91 (2009)
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An efficient and facile hydroiodination of alkenes and alkynes PI using polymethylhydrosiloxane-iodine system
Das, Biswanath,Srinivas, Yallamalla,Holla, Harish,Narender, Ravirala
, p. 800 - 801 (2007)
A mild and efficient method has been developed for the synthesis of alkyl and alkenyl iodides from alkenes and alkynes using polymethylhydrosiloxane (PMHS) and iodine in chloroform at room temperature. The reagent system generates hydrogen iodide which regioselectively adds to the alkenes and alkynes. Copyright
Convenient and efficient method for the iodination of benzylic and aliphatic alcohols by using Al(HSO4)3/KI in nonaqueous solution
Tajik, Hassan,Shirini, Farhad,Zolfigol, Mohammad Ali,Samimi, Faeze
, p. 91 - 95 (2006)
A simple and efficient method for the iodination of benzylic and aliphatic alcohols by using Al(HSO4)3/KI in n-hexane as solvent is reported. Mild reaction conditions and good to excellent yields of the products are the noteworthy advantages of the method. Copyright Taylor & Francis LLC.
An expedient and highly selective iodination of alcohols using a KI/BF3·Et2O system
Bandgar,Sadavarte,Uppalla
, p. 951 - 953 (2001)
Alkyl iodides are prepared in high yields by treatment of allylic and benzylic alcohols with an equimolar amount of KI in the presence of BF3·Et2O in dioxane under mild conditions.
Allyl and benzyl iodides by the anomalous action of iodotrimethylsilane
Zhu, Qing,Tremblay, Matthew S.
, p. 6170 - 6172 (2006)
Iodotrimethylsilane (TMSI), routinely used for the dealkylation of ethers and esters, has been found to efficiently convert allyl and benzyl phosphotriesters into the corresponding iodides under mild, Bronsted-neutral conditions. In contrast, alkyl and aryl phosphotriesters were dealkylated to the corresponding phosphates under identical conditions.
Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols
Chen, Yuming,He, Ru,Song, Hongjian,Yu, Guoqing,Li, Chenglin,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 1179 - 1183 (2021/02/01)
We have developed a two-step protocol for iodotrimethylsilane-mediated deoxy-functionalization of primary and secondary alcohols to afford products containing a C?N, C?S, or C?O bond. In the first step the alcohol undergoes iodination with iodotrimethylsilane, and in the second, the iodine atom is replaced by a N, S, or O nucleophile. Compared with traditional Mitsunobu reaction, non-acidic pre-nucleophiles can be used, and the reaction proceeds with retention of configuration. This operationally simple, highly efficient protocol can be used for some natural products and small-molecule drugs containing hydroxy-group.
Ready access to organoiodides: Practical hydroiodination and double-iodination of carbon-carbon unsaturated bonds with I2
Xiao, Jing,Han, Li-Biao
, p. 3510 - 3515 (2019/05/17)
By using I2 or I2/H3PO3 system, various alkenes and alkynes were converted to the corresponding alkyl and alkenyl iodides in good yields. In the presence of I2, alkynes could be di-iodinated using H2O as the solvent in air at room temperature. This method also features the simple work-up procedure since the pure product could be obtained by extraction. Additionally, for the first time, combining with the non-toxic and cheap phosphonic acid H3PO3, alkenes and alkynes were also hydroiodinated successfully, which provides a simple and practical approach for synthesis of organoiodides.
Silica gel-mediated hydrohalogenation of unactivated alkenes using hydrohalogenic acids under organic solvent-free conditions
Tanemura, Kiyoshi
supporting information, p. 4293 - 4298 (2018/11/10)
Silica gel-mediated hydrochlorination of unactivated alkenes using 35% hydrochloric acid under organic solvent-free conditions proceeded to give the corresponding chlorides in good yields. Hydrobromination or hydriodination using 47% hydrobromic acid or 55% hydriodic acid afforded the corresponding halides, respectively. Silica gel could be recycled five times without any significant loss of activities.