Journal article

A silyl sulfinylamine reagent enables the modular synthesis of sulfonimidamides via primary sulfinamides

Abstract:: A new N-silyl sulfinylamine reagent allows the rapid preparation of a broad range of (hetero)aryl, alkenyl, and alkyl primary sulfinamides, using Grignard, organolithium, or organozinc reagents to introduce the carbon fragment. Treatment of these primary sulfinamides with an amine in the presence of a hypervalent iodine reagent leads directly to NH-sulfonimidamides. This two-step sequence is straightforward to perform and provides a modular approach to sulfonimidamides, allowing ready variation of both reaction components, including primary and secondary amines.

Publication status:: Published

Peer review status:: Peer reviewed

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APA Style

Ding, M., Zhang, Z.-X., Davies, T. Q., & Willis, M. C. (2022). A silyl sulfinylamine reagent enables the modular synthesis of sulfonimidamides via primary sulfinamides. Organic Letters, 24(8), 1711–1715.

MLA Style

Ding, M., et al. “A Silyl Sulfinylamine Reagent Enables the Modular Synthesis of Sulfonimidamides via Primary Sulfinamides.” Organic Letters, vol. 24, no. 8, American Chemical Society, 2022, pp. 1711–15.

Chicago Style

Ding, M, Z-X Zhang, TQ Davies, and MC Willis. 2022. “A Silyl Sulfinylamine Reagent Enables the Modular Synthesis of Sulfonimidamides via Primary Sulfinamides.” Organic Letters 24 (8): 1711–15.
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Files:: Ding_et_al_2022_a_silyl_sulfinylamine.pdf

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Publisher copy:: 10.1021/acs.orglett.2c00347

Authors

+ Ding, M More by this author

Role:: Author

+ Zhang, Z-X More by this author

Role:: Author

+ Davies, TQ More by this author

Role:: Author

+ Willis, MC More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Organic Chemistry
Oxford college:: Lincoln College
Role:: Author
ORCID:: 0000-0002-0636-6471

+ GlaxoSmithKline More from this funder

Publisher:: American Chemical Society
Journal:: Organic Letters More from this journal
Volume:: 24
Issue:: 8
Pages:: 1711-1715
Publication date:: 2022-02-21
Acceptance date:: 2022-02-21
DOI:: 10.1021/acs.orglett.2c00347
EISSN:: 1523-7052
ISSN:: 1523-7060
Pmid:: 35188396

Language:: English
Keywords:: FFR
Pubs id:: 1241038
Local pid:: pubs:1241038
Deposit date:: 2022-02-25

Terms of use

Copyright holder:: American Chemical Society
Copyright date:: 2022
Rights statement:: © 2022 American Chemical Society. This paper is made open access via creative commons licensing (https://creativecommons.org/licenses/by/4.0/).

Licence:: CC Attribution (CC BY)

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