Synthesis of Indole-\nand Benzofuran-Based Benzylic\nSulfones by Palladium-Catalyzed Sulfonylation of <i>ortho</i>-Iodoaryl Allenes

A highly\nefficient palladium-catalyzed domino coupling reaction\nof <i>ortho</i>-iodoaryl allene with sodium sulfonates under\nmild conditions is described. This novel method provides a practical\nprotocol to access diverse indole- and benzofuran-containing sulfones\nby simultaneous construction of C(sp<sup>2</sup>)–C(sp<sup>2</sup>) bond and a C(sp<sup>3</sup>)–S bonds in one pot.\nThe salient features of this transformation include simple operations,\nbroad substrate scope, and good functional group tolerance.

Publication Details

Journal
Figshare
Published
2024-11-06
DOI
https://doi.org/10.1021/acs.joc.4c01953.s001
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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Synthesis of Indole-\nand Benzofuran-Based Benzylic\nSulfones by Palladium-Catalyzed Sulfonylation of ortho-Iodoaryl Allenes

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Sulfur-Based Synthesis Techniques
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Synthesis of Indole-\nand Benzofuran-Based Benzylic\nSulfones by Palladium-Catalyzed Sulfonylation of ortho-Iodoaryl Allenes

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Abstract

A highly\nefficient palladium-catalyzed domino coupling reaction\nof <i>ortho</i>-iodoaryl allene with sodium sulfonates under\nmild conditions is described. This novel method provides a practical\nprotocol to access diverse indole- and benzofuran-containing sulfones\nby simultaneous construction of C(sp<sup>2</sup>)–C(sp<sup>2</sup>) bond and a C(sp<sup>3</sup>)–S bonds in one pot.\nThe salient features of this transformation include simple operations,\nbroad substrate scope, and good functional group tolerance.

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Sulfur-Based Synthesis Techniques
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Synthesis of Indole-\nand Benzofuran-Based Benzylic\nSulfones by Palladium-Catalyzed Sulfonylation of <i>ortho</i>-Iodoaryl Allenes · Figshare (2024) | TGRS Research Map | TGRS