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Literature DB >> 20515016

Synthesis of beta- and gamma-carbolinones via Pd-catalyzed direct dehydrogenative annulation (DDA) of indole-carboxamides with alkynes using air as the oxidant.

Abstract

A palladium-catalyzed direct dehydrogenative annulation (DDA) of indolecarboxamides with internal alkynes via C-H and N-H bond cleavage using air as the oxidant was developed. With this method, both beta- and gamma-carbolinones can be easily prepared under the mild conditions.

Entities: Chemical

Mesh：

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Year: 2010 PMID： 20515016 DOI： 10.1021/ol1007839

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. β-Carbolinone Analogues from the Ugi Silver Mine.

Authors: Rudrakshula Madhavachary; Naganaboina Naveen; Yuanze Wang; Qian Wang; Markella Konstantinidou; Alexander Dömling
Journal: European J Org Chem Date: 2018-04-17

Review 2. Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors: Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal: Top Curr Chem (Cham) Date: 2021-01-05

Review 3. Isolation and synthesis of cryptosanguinolentine (isocryptolepine), a naturally-occurring bioactive indoloquinoline alkaloid.

Authors: Elida N Thobokholt; Enrique L Larghi; Andrea B J Bracca; Teodoro S Kaufman
Journal: RSC Adv Date: 2020-05-19 Impact factor: 4.036

7. A Direct and an Efficient Regioselective Synthesis of 1,2-Benzothiazine 1,1-dioxides, β-Carbolinones, Indolo[2,3-c]pyran-1-ones, Indolo[3,2-c]pyran-1-ones, Thieno[2,3-c]pyran-7-ones and Pyrano[3',4':4,5]imidazo[1,2-a]pyridin-1-ones via Tandem Stille/Heterocyclization Reaction.

Authors: Badr Jismy; Khalil Cherry; Carine Maaliki; Samuel Inack Ngi; Mohamed Abarbri
Journal: Molecules Date: 2020-11-04 Impact factor: 4.411

7 in total

Synthesis of beta- and gamma-carbolinones via Pd-catalyzed direct dehydrogenative annulation (DDA) of indole-carboxamides with alkynes using air as the oxidant.

1. β-Carbolinone Analogues from the Ugi Silver Mine.

Review 2. Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Review 3. Isolation and synthesis of cryptosanguinolentine (isocryptolepine), a naturally-occurring bioactive indoloquinoline alkaloid.

4. Pd(OAc)2-catalyzed dehydrogenative C-H activation: An expedient synthesis of uracil-annulated β-carbolinones.

Review 5. Palladium catalyzed allylic C-H alkylation: a mechanistic perspective.

Review 6. 1,2-Difunctionalizations of alkynes entailing concomitant C-C and C-N bond-forming carboamination reactions.

7. A Direct and an Efficient Regioselective Synthesis of 1,2-Benzothiazine 1,1-dioxides, β-Carbolinones, Indolo[2,3-c]pyran-1-ones, Indolo[3,2-c]pyran-1-ones, Thieno[2,3-c]pyran-7-ones and Pyrano[3',4':4,5]imidazo[1,2-a]pyridin-1-ones via Tandem Stille/Heterocyclization Reaction.