Synthesis of C-1 Deuterated 3-Formylindoles by Organophotoredox Catalyzed Direct Formylation of Indoles with Deuterated Glyoxylic Acid

• DOI: 10.1021/acs.orglett.2c01768
• Publication Date: 2022-07-08T03:52:41Z
• Authors: Yue Dong; Xiangmin Li; Peng Ji; Feng Gao; Xiang Meng; Wei Wang
• Keywords: Formylation; Glyoxylic acid

Direct formylation of feedstock indoles with newly developed, cost-effective deuterated glyoxylic acid as agent under visible light and air (O2) terminal oxidant has been developed. An isatin byproduct produced from the corresponding indole reactant serves a facilitator for process. The simple, mild, metal- oxidant-free protocol enables synthesis structurally diverse C1-deuterated 3-formylindoles broad functional group tolerance late-stage functionalization at high level D-incorporation (95–99%).