Advances in Palladium-Catalyzed Cascade Cyclizations

Jasper Biemolt, Eelco Ruijter

Research output: Contribution to JournalReview articleAcademicpeer-review

Abstract

The past decades in organic chemistry have witnessed significant improvements in synthetic efficiency as a result of considerable progress in cascade reactions, tandem reactions, and related one-pot processes. These methods are less time-consuming and produce less waste compared to the classical stepwise approach. However, cascade chemistry requires a more careful design and compatible reaction types for success. Palladium-catalyzed cross-coupling reactions, with their well understood multistep catalytic cycles, form a promising basis for the design of cascade reactions. Furthermore, they are compatible with a range of functional groups and can be combined with a range of secondary transformations. The resulting palladium-catalyzed cascade reactions have provided access to a plethora of complex small molecules of high medicinal relevance. This review provides an overview of the developments in palladium-catalyzed cascade reactions since 2011, classified according to the initiation, propagation, and termination steps comprising the palladium cascade reactions. This classification should assist the reader and may provide inspiration for the design of new cascade reactions. (Figure presented.).

Original languageEnglish
Pages (from-to)3821-3871
Number of pages51
JournalAdvanced Synthesis and Catalysis
Volume360
Issue number20
DOIs
Publication statusPublished - 18 Oct 2018

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Cyclization
Palladium
Functional groups
Molecules

Keywords

  • cascade reactions
  • catalysis
  • cyclization
  • domino reactions
  • palladium

Cite this

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title = "Advances in Palladium-Catalyzed Cascade Cyclizations",
abstract = "The past decades in organic chemistry have witnessed significant improvements in synthetic efficiency as a result of considerable progress in cascade reactions, tandem reactions, and related one-pot processes. These methods are less time-consuming and produce less waste compared to the classical stepwise approach. However, cascade chemistry requires a more careful design and compatible reaction types for success. Palladium-catalyzed cross-coupling reactions, with their well understood multistep catalytic cycles, form a promising basis for the design of cascade reactions. Furthermore, they are compatible with a range of functional groups and can be combined with a range of secondary transformations. The resulting palladium-catalyzed cascade reactions have provided access to a plethora of complex small molecules of high medicinal relevance. This review provides an overview of the developments in palladium-catalyzed cascade reactions since 2011, classified according to the initiation, propagation, and termination steps comprising the palladium cascade reactions. This classification should assist the reader and may provide inspiration for the design of new cascade reactions. (Figure presented.).",
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Advances in Palladium-Catalyzed Cascade Cyclizations. / Biemolt, Jasper; Ruijter, Eelco.

In: Advanced Synthesis and Catalysis, Vol. 360, No. 20, 18.10.2018, p. 3821-3871.

Research output: Contribution to JournalReview articleAcademicpeer-review

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AU - Biemolt, Jasper

AU - Ruijter, Eelco

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AB - The past decades in organic chemistry have witnessed significant improvements in synthetic efficiency as a result of considerable progress in cascade reactions, tandem reactions, and related one-pot processes. These methods are less time-consuming and produce less waste compared to the classical stepwise approach. However, cascade chemistry requires a more careful design and compatible reaction types for success. Palladium-catalyzed cross-coupling reactions, with their well understood multistep catalytic cycles, form a promising basis for the design of cascade reactions. Furthermore, they are compatible with a range of functional groups and can be combined with a range of secondary transformations. The resulting palladium-catalyzed cascade reactions have provided access to a plethora of complex small molecules of high medicinal relevance. This review provides an overview of the developments in palladium-catalyzed cascade reactions since 2011, classified according to the initiation, propagation, and termination steps comprising the palladium cascade reactions. This classification should assist the reader and may provide inspiration for the design of new cascade reactions. (Figure presented.).

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