Electrochemical Synthesis of Dimeric λ3-Bromane: Platform for Hypervalent Bromine(III) Compounds

Igors Sokolovs; Edgars Sūna

doi:10.1021/acs.orglett.3c00405

Electrochemical Synthesis of Dimeric λ3-Bromane: Platform for Hypervalent Bromine(III) Compounds

Igors Sokolovs^*
, Edgars Sūna^*

^*Šī darba korespondējošais autors

Latvian Institute of Organic Synthesis

Zinātniskās darbības rezultāts: Devums žurnālam › Zinātniskais raksts (žurnālā) › koleģiāli recenzēts

15 Atsauces (Scopus)

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A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congeners such as acetoxy-, alkoxy-, and ethynyl-λ³-bromanes as well as diaryl-λ³-bromanes. The synthetic utility of dimeric λ³-bromane is exemplified by photoinduced Minisci-type heteroarylation reactions and benzylic oxidation.

Oriģinālvaloda	Angļu
Lapas (no-līdz)	2047-2052
Lapu skaits	6
Žurnāls	Organic Letters
Sējums	25
Izdevuma numurs	12
DOIs	https://doi.org/10.1021/acs.orglett.3c00405
Publikācijas statuss	Publicēts - 31 marts 2023

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title = "Electrochemical Synthesis of Dimeric λ3-Bromane: Platform for Hypervalent Bromine(III) Compounds",

abstract = "A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congeners such as acetoxy-, alkoxy-, and ethynyl-λ3-bromanes as well as diaryl-λ3-bromanes. The synthetic utility of dimeric λ3-bromane is exemplified by photoinduced Minisci-type heteroarylation reactions and benzylic oxidation.",

author = "Igors Sokolovs and Edgars Sūna",

note = "Publisher Copyright: {\textcopyright} 2023 The Authors. Published by American Chemical Society.",

year = "2023",

month = mar,

day = "31",

doi = "10.1021/acs.orglett.3c00405",

language = "English",

volume = "25",

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journal = "Organic Letters",

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T1 - Electrochemical Synthesis of Dimeric λ3-Bromane: Platform for Hypervalent Bromine(III) Compounds

AU - Sokolovs, Igors

AU - Sūna, Edgars

PY - 2023/3/31

Y1 - 2023/3/31

N2 - A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congeners such as acetoxy-, alkoxy-, and ethynyl-λ3-bromanes as well as diaryl-λ3-bromanes. The synthetic utility of dimeric λ3-bromane is exemplified by photoinduced Minisci-type heteroarylation reactions and benzylic oxidation.

AB - A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congeners such as acetoxy-, alkoxy-, and ethynyl-λ3-bromanes as well as diaryl-λ3-bromanes. The synthetic utility of dimeric λ3-bromane is exemplified by photoinduced Minisci-type heteroarylation reactions and benzylic oxidation.

UR - https://pubs.acs.org/doi/10.1021/acs.orglett.3c00405

UR - https://www.scopus.com/pages/publications/85151344928

U2 - 10.1021/acs.orglett.3c00405

DO - 10.1021/acs.orglett.3c00405

M3 - Article

C2 - 36944352

SN - 1523-7060

VL - 25

SP - 2047

EP - 2052

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Electrochemical Synthesis of Dimeric λ3-Bromane: Platform for Hypervalent Bromine(III) Compounds

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