Direct C4-Acetoxylation of Tryptophan and Tryptophan-Containing Peptides via Palladium(II)-Catalyzed C-H Activation

doi:10.1021/acs.orglett.1c01434

	Direct C4-Acetoxylation of Tryptophan and Tryptophan-Containing Peptides via Palladium(II)-Catalyzed C-H Activation
	Zhang, Qiyu 1,2; Xie, Xiong 2,3; Peng, Jingjing 2,3; Chen, Feiyang 1,2; Ma, Jinyu 2,3; Li, Chunpu 2,3,4; Liu, Hong 2,3,4; Wang, Dechuan 1; Wang, Jiang 2,3,4
刊名	ORGANIC LETTERS
	2021-06-18
卷号	23 期号:12 页码:4699-4704
ISSN号	1523-7060
DOI	10.1021/acs.orglett.1c01434
通讯作者	Wang, Dechuan(wdc@cpu.edu.cn) ; Wang, Jiang(jwang@simm.ac.cn)
英文摘要	An efficient regioselective palladium(II)-catalyzed C-(sp(2))- H 4-acetoxylation of tryptophan and tryptophan-containing peptides is described. This transformation achieves the direct construction of C-O bonds at the tryptophan C4-position and features good functional group tolerance. The 4-hydroxyl compound was obtained by removing acetyl after C4-acetoxylation of tryptophan derivatives and tryptophan-containing dipeptides. This method provides a novel strategy for the synthesis of 4-substituted tryptophan derivatives and modification of tryptophan-containing peptides.
资助项目	National Natural Science Foundation of China[21632008] ; National Natural Science Foundation of China[21877118] ; National Natural Science Foundation of China[81620108027] ; National Natural Science Foundation of China[91953108] ; Science and Technology Commission of Shanghai Municipality[18JC1411304] ; Science and Technology Commission of Shanghai Municipality[18431907100]
WOS关键词	ASYMMETRIC-SYNTHESIS ; INDOLES ; FUNCTIONALIZATION ; ACETOXYLATION ; ARYLATION
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000664333200038
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/296852]
专题	中国科学院上海药物研究所
通讯作者	Wang, Dechuan; Wang, Jiang
作者单位	1.China Pharmaceut Univ, Sch Sci, Nanjing 211198, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Peoples R China
推荐引用方式 GB/T 7714	Zhang, Qiyu,Xie, Xiong,Peng, Jingjing,et al. Direct C4-Acetoxylation of Tryptophan and Tryptophan-Containing Peptides via Palladium(II)-Catalyzed C-H Activation[J]. ORGANIC LETTERS,2021,23(12):4699-4704.
APA	Zhang, Qiyu.,Xie, Xiong.,Peng, Jingjing.,Chen, Feiyang.,Ma, Jinyu.,...&Wang, Jiang.(2021).Direct C4-Acetoxylation of Tryptophan and Tryptophan-Containing Peptides via Palladium(II)-Catalyzed C-H Activation.ORGANIC LETTERS,23(12),4699-4704.
MLA	Zhang, Qiyu,et al."Direct C4-Acetoxylation of Tryptophan and Tryptophan-Containing Peptides via Palladium(II)-Catalyzed C-H Activation".ORGANIC LETTERS 23.12(2021):4699-4704.