Acid-Regulated Selective Synthesis of Benzofuran Derivatives via Single-Component BDA Retro-Aldol/Michael Addition Cascade and [4 + 2] Cycloaddition Reactions DOI
Shuhong Wang,

X. Y. Niu,

Hongbin Zhou

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 20, 2025

The acid-controlled single-component retro-aldol/Michael addition cascade reaction and [4 + 2] cycloaddition of benzofuran-derived azadienes (BDAs) are reported for the first time. Under conditions trifluoromethanesulfonic acid as catalyst with water, BDAs initiate retro-aldol reaction, followed by a 1,4-Michael addition, yielding (arylmethylene)bis(dibenzofuran) products excellent yields broad substrate applicability. This represents application in reaction. In contrast, absence water boron trifluoride etherate catalyst, undergo constructing spiro[benzofuran-2,3'-benzofuro[3,2-b]pyridine] framework high diastereoselectivity. method features mild atom economy, provides new approach benzofuran scaffold derivatives.

Language: Английский

Acid-Regulated Selective Synthesis of Benzofuran Derivatives via Single-Component BDA Retro-Aldol/Michael Addition Cascade and [4 + 2] Cycloaddition Reactions DOI
Shuhong Wang,

X. Y. Niu,

Hongbin Zhou

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 20, 2025

The acid-controlled single-component retro-aldol/Michael addition cascade reaction and [4 + 2] cycloaddition of benzofuran-derived azadienes (BDAs) are reported for the first time. Under conditions trifluoromethanesulfonic acid as catalyst with water, BDAs initiate retro-aldol reaction, followed by a 1,4-Michael addition, yielding (arylmethylene)bis(dibenzofuran) products excellent yields broad substrate applicability. This represents application in reaction. In contrast, absence water boron trifluoride etherate catalyst, undergo constructing spiro[benzofuran-2,3'-benzofuro[3,2-b]pyridine] framework high diastereoselectivity. method features mild atom economy, provides new approach benzofuran scaffold derivatives.

Language: Английский

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