Programmable iodization/deuterolysis sequences of phosphonium ylides to access deuterated benzyl iodides and aromatic aldehydes.

Herein, a tunable iodization/deuterolysis protocol for phosphonium ylides by employing D2O as the deuterium source was designed. Notably, this process could be manipulated by tuning the base, thus leading to two valuable deuterated building blocks - benzyl iodides and aromatic aldehydes with broad substrate scope, good functional group compatibility and excellent deuteration degree. Concise syntheses of a series of deuterated drug analogues have been achieved based on the developed deuteration reaction platform.

Citation

Yu Zheng, Xian-Chen He, Jie Gao, Zhen-Zhen Xie, Zhi-Wei Wang, Zhi-Lin Liu, Kai Chen, Hao-Yue Xiang, Xiao-Qing Chen, Hua Yang. Programmable iodization/deuterolysis sequences of phosphonium ylides to access deuterated benzyl iodides and aromatic aldehydes. Chemical communications (Cambridge, England). 2022 Mar 29;58(26):4215-4218

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PMID: 35274648

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