Combination of multicomponent KA² and Pauson–Khand reactions: short synthesis of spirocyclic pyrrolocyclopentenones

• Riccardo Innocenti,
• Elena Lenci,
• Gloria Menchi and
• Andrea Trabocchi

Beilstein J. Org. Chem. 2020, 16, 200–211, doi:10.3762/bjoc.16.23

• . Following our interest to DOS as a synthetic strategy for the generation of molecular scaffolds according to a couple/pair approach [45][46][47], we reasoned to combine the copper-catalyzed ketone–amine–alkyne (KA2) multicomponent coupling reaction [48] with the Pauson–Khand cycloaddition as the pairing

• components in the outcome of the multicomponent coupling reaction. Similarly, the use of piperidone as the ketone component proved to work only when the amino group was protected as Boc, whereas the N-methyl derivative did not proceed to the coupling product (Table 1, entries 10 and 9, respectively). Indeed

Three-component coupling of aryl iodides, allenes, and aldehydes catalyzed by a Co/Cr-hybrid catalyst

• Kimihiro Komeyama,
• Shunsuke Sakiyama,
• Kento Iwashita,
• Itaru Osaka and
• Ken Takaki

Beilstein J. Org. Chem. 2018, 14, 1413–1420, doi:10.3762/bjoc.14.118

• substituted secondary alcohols, as demonstrated in the Nozaki–Hiyama–Kishi (NHK) reaction (Scheme 2) [4][5][6][7][8][9]. Although the catalyst combination allows the use of organic halides as carbon nucleophiles, a multicomponent coupling reaction using a similar catalyst combination has had limited success

Methyl isocyanide as a convertible functional group for the synthesis of spirocyclic oxindole γ-lactams via post-Ugi-4CR/transamidation/cyclization in a one-pot, three-step sequence

• Amarendar Reddy Maddirala and
• Peter R. Andreana

Beilstein J. Org. Chem. 2018, 14, 875–883, doi:10.3762/bjoc.14.74

• carbon centers under basic conditions providing molecular diversity and a small library of spirocyclic oxindoles. Keywords: convertible isocyanides; lactams; molecular diversity; oxindoles; transamidation; Introduction The Ugi-multicomponent coupling reaction [1][2], followed by post-modification

Application of heterocyclic aldehydes as components in Ugi–Smiles couplings

• Katelynn M. Mason,
• Michael S. Meyers,
• Abbie M. Fox and
• Sarah B. Luesse

Beilstein J. Org. Chem. 2016, 12, 2032–2037, doi:10.3762/bjoc.12.191

• also a competent component for Ugi–Smiles adduct formation. Keywords: Diels–Alder cycloaddition; epoxyisoindoline; multicomponent coupling reaction; tandem reaction; Ugi–Smiles coupling; Introduction Synthetic methods to efficiently prepare libraries of biologically-relevant compounds are in demand

Silver and gold-catalyzed multicomponent reactions

• Giorgio Abbiati and
• Elisabetta Rossi

Beilstein J. Org. Chem. 2014, 10, 481–513, doi:10.3762/bjoc.10.46

• ions, generated from the condensation of amines and aldehydes, represents the most convenient method to access propargylamines [4]. Although numerous examples of the A3-coupling reaction have been reported, there are still many challenges and opportunities for this multicomponent coupling reaction. The

PEG-embedded KBr₃: A recyclable catalyst for multicomponent coupling reaction for the efficient synthesis of functionalized piperidines

• Sanny Verma,
• Suman L. Jain and
• Bir Sain

Beilstein J. Org. Chem. 2011, 7, 1334–1341, doi:10.3762/bjoc.7.157