125763-65-7Relevant academic research and scientific papers
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 (2008/02/09)
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
THE GENERATION OF CARBONYL COMPOUNDS FROM ACETALS AND KETALS BY IODOTRICHLOROSILANE (ITCS)
Elmorsy, Saad S.,Bhatt, M. V.,Pelter, Andrew
, p. 1657 - 1660 (2007/10/02)
Cheap and readily available iodotrichlorosilane (SiCl4/NaI) readily regenerates aldehydes and ketones from cyclic and acyclic acetals and ketals, in 20-60 min at ambient temperature.The reaction is highly chemoselective as phenolic ethers and esters are not cleaved.The pathway for the process is unlike any previously proposed.
Diiodosilane. 2. A Multipurpose Reagent for Hydrolysis and Reductive Iodination of Ketals, Acetals, Ketones, and Aldehydes
Keinan, E.,Perez, D.,Sahai, M.,Shvily, R.
, p. 2927 - 2938 (2007/10/02)
The reaction patterns of diiodosilane (SiH2I2, DIS) with ketals, acetals, ketones, and aldehydes were explored.The reagent may be used for mild cleavage of ketals and acetals either hydrolytically to give the parent carbonyl functionality or reductively to produce the corresponding alkyl iodide.At low temperatures (-42 deg C) and short reaction times (few minutes), catalytic amounts (5-10 molpercent) of DIS provide clean deprotection of various ketals and acetals to yield ketones and aldehydes, with no apparent reduction of the latter.At temperatures above 0 deg C, DIS effectively reduces ketals and acetals to iodoalkanes.This reduction is quite general both with respect to ketals and acetals and unprotected ketones and aldehydes.Reaction rates, however, are strikingly dependent on the substrate, with the following tendencies: (a) aromatic functionalities are generally reduced much faster than their aliphatic analogues; (b) ketals and acetals are rapidly reduced to the corresponding iodoalkanes, while free aldehydes, and particularly ketones, are essentially inert under the reaction conditions (but can be significantly activated by catalytic amounts of iodine); (c) dimethyl ketals form the parent ketones preferentially, while all other ketals, including diethyl ketals and dioxolanes, are reduced to iodoalkanes.
