Intramolecular Alkene-Alkene Coupling via Rh(III)-Catalyzed Alkenyl sp2 C-H Functionalization: Divergent Pathways to Indene or α-Naphthol Derivatives

Manikantha Maraswami; Thomas Diggins; Jeffrey Goh; Raymond Tio; Wan Qing Renee Ong; Hajime Hirao; Teck Peng Loh

doi:10.1021/acscatal.1c03175

Intramolecular Alkene-Alkene Coupling via Rh(III)-Catalyzed Alkenyl sp² C-H Functionalization: Divergent Pathways to Indene or α-Naphthol Derivatives

Manikantha Maraswami, Thomas Diggins, Jeffrey Goh, Raymond Tio, Wan Qing Renee Ong, Hajime Hirao, Teck Peng Loh

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

9 Scopus citations

Abstract

Highly selective synthesis of either indene or 1-naphthol derivatives through intramolecular alkene-alkene cross-coupling is reported. The reaction works with different alkene pairs that couple to give the corresponding products in good to satisfactory yields. The indene products of our reaction also allow further derivatization. The reaction pathway is dependent on alkene functionalities.

Original language	English
Pages (from-to)	11494-11500
Number of pages	7
Journal	ACS Catalysis
Volume	11
Issue number	18
DOIs	https://doi.org/10.1021/acscatal.1c03175
State	Published - 17 Sep 2021
Externally published	Yes

Keywords

C−H activation
alkene
indene
naphthol
rhodium

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10.1021/acscatal.1c03175

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title = "Intramolecular Alkene-Alkene Coupling via Rh(III)-Catalyzed Alkenyl sp2 C-H Functionalization: Divergent Pathways to Indene or α-Naphthol Derivatives",

abstract = "Highly selective synthesis of either indene or 1-naphthol derivatives through intramolecular alkene-alkene cross-coupling is reported. The reaction works with different alkene pairs that couple to give the corresponding products in good to satisfactory yields. The indene products of our reaction also allow further derivatization. The reaction pathway is dependent on alkene functionalities.",

keywords = "C−H activation, alkene, indene, naphthol, rhodium",

author = "Manikantha Maraswami and Thomas Diggins and Jeffrey Goh and Raymond Tio and Ong, {Wan Qing Renee} and Hajime Hirao and Loh, {Teck Peng}",

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doi = "10.1021/acscatal.1c03175",

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T1 - Intramolecular Alkene-Alkene Coupling via Rh(III)-Catalyzed Alkenyl sp2 C-H Functionalization

T2 - Divergent Pathways to Indene or α-Naphthol Derivatives

AU - Maraswami, Manikantha

AU - Diggins, Thomas

AU - Goh, Jeffrey

AU - Tio, Raymond

AU - Ong, Wan Qing Renee

AU - Hirao, Hajime

AU - Loh, Teck Peng

PY - 2021/9/17

Y1 - 2021/9/17

N2 - Highly selective synthesis of either indene or 1-naphthol derivatives through intramolecular alkene-alkene cross-coupling is reported. The reaction works with different alkene pairs that couple to give the corresponding products in good to satisfactory yields. The indene products of our reaction also allow further derivatization. The reaction pathway is dependent on alkene functionalities.

AB - Highly selective synthesis of either indene or 1-naphthol derivatives through intramolecular alkene-alkene cross-coupling is reported. The reaction works with different alkene pairs that couple to give the corresponding products in good to satisfactory yields. The indene products of our reaction also allow further derivatization. The reaction pathway is dependent on alkene functionalities.

KW - C−H activation

KW - alkene

KW - indene

KW - naphthol

KW - rhodium

UR - http://www.scopus.com/inward/record.url?scp=85115130422&partnerID=8YFLogxK

U2 - 10.1021/acscatal.1c03175

DO - 10.1021/acscatal.1c03175

M3 - 文章

AN - SCOPUS:85115130422

SN - 2155-5435

VL - 11

SP - 11494

EP - 11500

JO - ACS Catalysis

JF - ACS Catalysis

IS - 18

ER -

Intramolecular Alkene-Alkene Coupling via Rh(III)-Catalyzed Alkenyl sp² C-H Functionalization: Divergent Pathways to Indene or α-Naphthol Derivatives

Abstract

Keywords

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