Copper-Catalyzed Synthesis of Masked (Hetero)Aryl Sulfinates

被引:0
|
作者
Merino, May R. [1 ]
Cook, Xinlan A. F. [1 ]
Blakemore, David C. [2 ]
Moses, Ian B. [3 ]
Sach, Neal W. [4 ]
Shavnya, Andre [2 ]
Willis, Michael C. [1 ]
机构
[1] Univ Oxford, Dept Chem, Oxford OX1 3TA, England
[2] Pfizer Inc, Med Design, Groton, CT 06340 USA
[3] Pfizer Inc, Pharmaceut Sci, Kent CT13 9ND, England
[4] Pfizer Inc, La Jolla Labs, Med Design, San Diego, CA 92121 USA
基金
英国工程与自然科学研究理事会;
关键词
NUCLEOPHILIC COUPLING PARTNERS; DESULFITATIVE ARYLATION; CONVENIENT SYNTHESIS; SULFUR-DIOXIDE; REAGENT; BROMIDES;
D O I
10.1021/acs.orglett.3c03621
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalysis using substoichiometric copper facilitates the synthesis of masked (hetero)aryl sulfinates under mild, base-free conditions from aryl iodides and the commercial sulfonylation reagent sodium 1-methyl 3-sulfinopropanoate (SMOPS). The development of a tert-butyl ester variant of the SMOPS reagent allowed the use of aryl bromide substrates. The sulfones thus generated can be unmasked and functionalized in situ to form a variety of sulfonyl-containing functional groups.
引用
收藏
页码:2817 / 2820
页数:4
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