59563-69-8Relevant academic research and scientific papers
Mild Condition for the Deoxygenation of α-Heteroaryl-Substituted Methanol Derivatives
Meng, Na,Yu, Wensheng,Suzuki, Takao,Chen, Maofen,Qi, Zhiqi,Hu, Bin,Bao, Jianming,Debenham, John S.,Mazzola, Robert,Duffy, Joseph L.
, p. 5560 - 5567 (2021)
A mild condition via PPh3/I2/imidazole for the deoxygenation of substituted methanol derivatives has been identified. This metal-free process was found to proceed well on secondary or tertiary alcohols substituted with one or two heteroaryl groups, and it tolerates acid-sensitive heterocycles. This condition works for methanol derivatives substituted with 2-pyridyl, 4-pyridyl, or other heterocyclic groups, allowing the negative charge formed during the reaction to resonate to a nitrogen atom. Methanol derivatives substituted with 3-pyridyl or heterocyclic groups that do not allow the negative charge formed during the reaction to resonate to a nitrogen atom will not undergo deoxygenation under this condition.
