Pd‐Catalyzed Vicinal Intermolecular Annulations of Iodoarenes, Indoles, and Carbazoles with Enynes DOI

Undamatla Suri Babu,

Ramesh Kotipalli,

Jagadeesh Babu Nanubolu

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 30(7)

Опубликована: Ноя. 6, 2023

Reaching the formidable C-H corners has been one of top priorities organic chemists in recent past. This prompted us to disclose herein a vicinal annulation 2-iodo benzoates, indoles, and carbazoles with N-embedded 1,6-enynes through 7-/8-membered palladacycles. The relay does not require assistance any directing group, leading multicyclic scaffolds, which are readily diversified an array adducts (with new functional tethers and/or three contiguous stereocenters), we showcase rare benzylic mono-oxygenation.

Язык: Английский

Rhodium‐Catalyzed Spirocyclization of Maleimide with N‐Aryl‐2,3‐dihydrophthalazine‐1,4‐dione to Access Pentacyclic Spiro‐Succinimides DOI

Pidiyara Karishma,

Sanjay K. Mandal, Rajeev Sakhuja

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2021, Номер 10(10), С. 2580 - 2590

Опубликована: Авг. 20, 2021

A one-pot spirocyclization of 2-aryl-2,3-dihydrophthalazine-1,4-diones with maleimides was achieved via RhIII-catalyzed sequential ortho-alkenylation followed by intramolecular aza-Michael-type addition/protonation process. The featured strategy furnishes a series diversely decorated spiro[indazolo[1,2-b]phthalazine-13,3′-pyrrolidine]-2′,5′,6,11-tetraones in high yields from variety and N-aryl/alkyl maleimides, which can be scaled-up easily. Isolation characterization maleimide-coordinated five-membered rhodacyclic intermediate provided strong evidence for the proposed mechanism reaction.

Язык: Английский

Процитировано

9

Chemoselective Oxypalladation of (o‐Alkynylaryl)amide‐Triggered Site‐Selective C−H Annulation for Stereoselective Synthesis of Succinimide‐Fused Polycycles DOI

Dattatri,

Jagadeesh Babu Nanubolu, Maddi Sridhar Reddy

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Март 20, 2024

Abstract We report herein a palladium‐catalyzed, site‐selective cyclative annulation of o ‐alkynyl arylamides with maleimide for the stereoselective construction succinimide‐fused benzoxazine derivatives. This operationally simple and modular protocol provides access to polycyclic frameworks. The other associated features are high functional group compatibility, gram‐scale synthetic potential, downstream transformations. Control labeling experiments were conducted get insights into mechanism.

Язык: Английский

Процитировано

1

Late-Stage Modification of Peptides with Maleimides through Palladium-Catalyzed β-C(sp3)–H Alkylation DOI

Fengjie Lu,

Yujie Geng,

Huihui Wang

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Окт. 4, 2024

Transition-metal-catalyzed C-H activation has proven to be a powerful tool for the late-stage modification of peptides. We herein report method site-selective alkylation peptides with maleimides through Pd-catalyzed β-C(sp

Язык: Английский

Процитировано

1

Synthesis of bridgehead-azacycles via dual C–N/C–C annulation of α-amino acids, aminals and maleimides DOI

Nagender Thadem,

Manda Rajesh,

Harikrishna Balaboina

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(32), С. 6368 - 6383

Опубликована: Янв. 1, 2022

A rare dipolarophile-induced diastereo-selective amidative annulation and concomitant 3 + 2 cycloaddition are reported using α-amino acids, amino aldehydes maleimides.

Язык: Английский

Процитировано

6

Pd‐Catalyzed Vicinal Intermolecular Annulations of Iodoarenes, Indoles, and Carbazoles with Enynes DOI

Undamatla Suri Babu,

Ramesh Kotipalli,

Jagadeesh Babu Nanubolu

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 30(7)

Опубликована: Ноя. 6, 2023

Reaching the formidable C-H corners has been one of top priorities organic chemists in recent past. This prompted us to disclose herein a vicinal annulation 2-iodo benzoates, indoles, and carbazoles with N-embedded 1,6-enynes through 7-/8-membered palladacycles. The relay does not require assistance any directing group, leading multicyclic scaffolds, which are readily diversified an array adducts (with new functional tethers and/or three contiguous stereocenters), we showcase rare benzylic mono-oxygenation.

Язык: Английский

Процитировано

3