Base-Catalyzed One-Pot Synthesis of Indolizine-1-carboxylates Tethered to 2-Aroyl Benzofurans and Benzothiophenes

Lee, Juyoung

doi:10.1021/acs.joc.6c00082

Base-Catalyzed One-Pot Synthesis of Indolizine-1-carboxylates Tethered to 2-Aroyl Benzofurans and Benzothiophenes

2026-04-01

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AI

L

Lee, Juyoung

A

Ahn, Sooseong

E

Eom, Kihyeon

P

Park, Younggeun

K

Kyeong Lee

H

Hitesh B. Jalani

Y

Yongseok Choi *

DOI：10.1021/acs.joc.6c00082

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Herein, we report a base-catalyzed one-pot synthesis of indolizine-1-carboxylates tethered to 2-aroyl benzofurans and benzothiophenes from 2-pyridin-2-ylacetates, DMF-DMA, and 2-aroyl-benzofuran/benzothiophene-3-methyl bromides. This protocol provides access to diverse indolizine derivatives in moderate to good yields under simple conditions. A broad range of substituents on both the benzofuran/benzothiophene and pyridine-2-ylacetate components was tolerated well, and gram-scale synthesis was achieved without chromatographic purification. In addition, postsynthetic Suzuki coupling of the bromine-containing products enabled the construction of highly conjugated indolizine-benzofuran architectures.

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Base-Catalyzed One-Pot Synthesis of Indolizine-1-carboxylates Tethered to 2-Aroyl Benzofurans and Benzothiophenes

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