Dithionite-Involved Multicomponent Coupling for Alkenyl and Alkyl Tertiary Sulfones

Yaping Li; Ming Wang; Xuefeng Jiang

doi:10.1021/acs.orglett.1c01393

Dithionite-Involved Multicomponent Coupling for Alkenyl and Alkyl Tertiary Sulfones

Yaping Li, Ming Wang^*, Xuefeng Jiang^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

Research output: Contribution to journal › Article › peer-review

34 Scopus citations

Abstract

A dithionite-involved multicomponent reaction of redox-active esters and alkenes/alkynes is comprehensively achieved for the construction of alkyl and alkenyl tertiary sulfones. The industrial feedstock sodium dithionite is employed as a sulfur dioxide surrogate and a single-electron reductant to initiate the decarboxylation of redox-active esters. Mechanistic studies further indicated that the transformation underwent a proton trapping process, which was different from the traditional radical trapping pathway.

Original language	English
Pages (from-to)	4657-4661
Number of pages	5
Journal	Organic Letters
Volume	23
Issue number	12
DOIs	https://doi.org/10.1021/acs.orglett.1c01393
State	Published - 18 Jun 2021

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title = "Dithionite-Involved Multicomponent Coupling for Alkenyl and Alkyl Tertiary Sulfones",

abstract = "A dithionite-involved multicomponent reaction of redox-active esters and alkenes/alkynes is comprehensively achieved for the construction of alkyl and alkenyl tertiary sulfones. The industrial feedstock sodium dithionite is employed as a sulfur dioxide surrogate and a single-electron reductant to initiate the decarboxylation of redox-active esters. Mechanistic studies further indicated that the transformation underwent a proton trapping process, which was different from the traditional radical trapping pathway.",

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year = "2021",

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doi = "10.1021/acs.orglett.1c01393",

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journal = "Organic Letters",

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T1 - Dithionite-Involved Multicomponent Coupling for Alkenyl and Alkyl Tertiary Sulfones

AU - Li, Yaping

AU - Wang, Ming

AU - Jiang, Xuefeng

PY - 2021/6/18

Y1 - 2021/6/18

N2 - A dithionite-involved multicomponent reaction of redox-active esters and alkenes/alkynes is comprehensively achieved for the construction of alkyl and alkenyl tertiary sulfones. The industrial feedstock sodium dithionite is employed as a sulfur dioxide surrogate and a single-electron reductant to initiate the decarboxylation of redox-active esters. Mechanistic studies further indicated that the transformation underwent a proton trapping process, which was different from the traditional radical trapping pathway.

AB - A dithionite-involved multicomponent reaction of redox-active esters and alkenes/alkynes is comprehensively achieved for the construction of alkyl and alkenyl tertiary sulfones. The industrial feedstock sodium dithionite is employed as a sulfur dioxide surrogate and a single-electron reductant to initiate the decarboxylation of redox-active esters. Mechanistic studies further indicated that the transformation underwent a proton trapping process, which was different from the traditional radical trapping pathway.

UR - https://www.scopus.com/pages/publications/85108577480

U2 - 10.1021/acs.orglett.1c01393

DO - 10.1021/acs.orglett.1c01393

M3 - 文章

C2 - 34080861

AN - SCOPUS:85108577480

SN - 1523-7060

VL - 23

SP - 4657

EP - 4661

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Dithionite-Involved Multicomponent Coupling for Alkenyl and Alkyl Tertiary Sulfones

Abstract

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