Palladium-Catalyzed Selective B(3)-Esterification of o-Carboranes with CO and Alcohols

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 3, 2025

Selective functionalization of o-carboranes has received tremendous attention, specifically in the regioselective modification ten chemically similar BH vertices within o-carborane cage. We disclose herein a strategy for palladium-catalyzed esterification B(3)-H bond using tungsten hexacarbonyl as carbon monoxide source. The corresponding functionalized were prepared moderate to very good yields with excellent regioselectivity.

Language: Английский

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Advances in catalysis using Xantphos-like ligands; simplicity goes a long way

Coordination Chemistry Reviews, Journal Year: 2025, Volume and Issue: 537, P. 216636 - 216636

Published: April 11, 2025

Language: Английский

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Palladium‐Catalyzed Reductive Double Carbonylation of Nitroarenes with Aryl Halides Using Mo(CO)₆ as a Reductant and Carbonyl Source

Chemistry - A European Journal, Journal Year: 2022, Volume and Issue: 29(2)

Published: Sept. 30, 2022

A new palladium-catalyzed reductive double carbonylation of nitroarenes with aryl halides for the synthesis benzoxazin-4-ones has been reported. The key to success was use Mo(CO)6 as a reductant and bench-stable solid carbonyl sources. Various iodides, bromides, trifluoromethanesulfonates are suitable reaction partners produce corresponding benzoxazin-4-one derivatives in moderate good yields. Preliminary mechanistic studies indicate that nitrosoarene first generated intermediate through nitro reduction. Remarkably, this method avoids toxic CO gas is further applied late-stage modification estrone.

Language: Английский

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Divergent synthesis of carbamates and N-methyl carbamates from dimethyl carbonate and nitroarenes with Mo(CO)₆ as a multiple promoter

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(25), P. 3389 - 3392

Published: Jan. 1, 2024

Dialkyl carbonates are green and versatile reagents that can be used in alkylation alkoxycarbonylation reactions. Herein, we disclosed a reductive methoxycarbonylation of aromatic nitro compounds with dimethyl carbonate for the construction diverse carbamates

Language: Английский

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Efficient Synthesis of 2‐Aryl‐4H‐Benzo[d][1,3]oxazin‐4‐ones by Copper‐Catalyzed Decarboxylation of α‐Keto Acids with Anthranilic Acids

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(8)

Published: May 31, 2024

Abstract An efficient and facile one‐pot approach to the 2‐aryl‐4 H ‐benzo[d][1,3]oxazin‐4‐ones using commercially available anthranilic acids α‐keto as start materials, catalyzed by inexpensive CuCl. With this strategy, a broad substrate concerning also worked well, affording desired products in good yields.

Language: Английский

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Palladium-Catalyzed branch hydroaminocarbonylation of terminal alkynes with nitroarenes

Journal of Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 115781 - 115781

Published: Oct. 1, 2024

Language: Английский

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Direct Access to Carbamates through Palladium‐Catalyzed Carbonylation of Nitroarenes and Siloxanes

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(6)

Published: April 3, 2024

Abstract A novel and applicable method for the preparation of various carbamates via a palladium‐catalyzed carbonylation reaction was developed. In absence fluorine sources, wide range nitroarenes siloxanes are readily reacted to give corresponding in yields ranging from 23 % 97 using Mo(CO) 6 as both reducing agent carbonyl source. Mechanistic experiments indicated that isocyanate found be critical intermediate overall reaction.

Language: Английский

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Recent advancement in the synthesis and applications of N-acyl benzotriazoles in organic synthesis

Tetrahedron, Journal Year: 2023, Volume and Issue: 145, P. 133608 - 133608

Published: Aug. 19, 2023

Language: Английский

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Direct synthesis of phthalimides via palladium-catalysed double carbonylation of o-dihaloarenes with nitroarenes

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(86), P. 12891 - 12894

Published: Jan. 1, 2023

A novel carbonylation of nitroarenes with o -dihaloarenes was developed to construct various N -substituted phthalimides. Key the success this transformation is use Mo(CO) 6 which serves as both reducing agents and carbonyl sources.

Language: Английский

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Natural Product-Oriented Photo-Induced Denitrogenative Annulations of 1-Alkenylbenzotriazoles

Molecules, Journal Year: 2023, Volume and Issue: 28(1), P. 363 - 363

Published: Jan. 2, 2023

The photo-induced denitrogenative annulations of a variety 1-alkenylbenzotriazoles were investigated. By judiciously manipulating the structural variations 1-alkenylbenzotriazoles, two characteristic polycyclic skeletons associated with monoterpene indole alkaloids constructed through diverted and controllable manner. present work not only enriches photochemistry but also offers unified approach to access skeletally diverse alkaloid scaffolds.

Language: Английский

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