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Literature DB >> 30495939

Recent Advances in the Chemistry of Conjugated Nitrosoalkenes and Azoalkenes.

Susana M M Lopes¹, Ana L Cardoso¹, Américo Lemos², Teresa M V D Pinho E Melo¹.

Abstract

This review aims to present the most recent contributions in the chemistry of nitrosoalkenes and azoalkenes, highlighting the chemical behavior that makes them important and versatile building blocks in organic synthesis. These are heterodienes used in the assembly of a variety of heterocyclic systems, spanning from five- to seven-membered heterocycles, as well as for the functionalization of heterocycles.

Entities: Chemical Disease

Year: 2018 PMID： 30495939 DOI： 10.1021/acs.chemrev.8b00375

Source DB: PubMed Journal: Chem Rev ISSN： 0009-2665 Impact factor: 60.622

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Cited

11 in total

1. Hetero-Diels-Alder Reactions of In Situ-Generated Azoalkenes with Thioketones; Experimental and Theoretical Studies.

Authors: Grzegorz Mlostoń; Katarzyna Urbaniak; Malwina Sobiecka; Heinz Heimgartner; Ernst-Ulrich Würthwein; Reinhold Zimmer; Dieter Lentz; Hans-Ulrich Reissig
Journal: Molecules Date: 2021-04-27 Impact factor: 4.411

2. The [4+2]-Cycloaddition of α-Nitrosoalkenes with Thiochalcones as a Prototype of Periselective Hetero-Diels-Alder Reactions-Experimental and Computational Studies.

Authors: Grzegorz Mlostoń; Katarzyna Urbaniak; Marcin Jasiński; Ernst-Ulrich Würthwein; Heinz Heimgartner; Reinhold Zimmer; Hans-Ulrich Reissig
Journal: Chemistry Date: 2019-11-22 Impact factor: 5.236

3. Mild synthesis of isoxazoline derivatives via an efficient [4 + 1] annulation reaction of transient nitrosoalkenes and sulfur ylides.

Authors: Ting-Bi Hua; Cheng-Xiong Liu; Wei-Min Hu; Long Wang; Qing-Qing Yang
Journal: Sci Rep Date: 2021-01-22 Impact factor: 4.379

Review 4. Diels-Alder Cycloaddition Reactions in Sustainable Media.

Authors: Maria I L Soares; Ana L Cardoso; Teresa M V D Pinho E Melo
Journal: Molecules Date: 2022-02-15 Impact factor: 4.411

5. Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4 + 2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes.

Authors: Qi Wu; Pan-Lin Shao; Yun He
Journal: RSC Adv Date: 2019-07-10 Impact factor: 4.036

6. Sc(OTf)₃-Mediated [4 + 2] Annulations of N-Carbonyl Aryldiazenes with Cyclopentadiene to Construct Cinnoline Derivatives: Azo-Povarov Reaction.

Authors: Xabier Jiménez-Aberásturi; Francisco Palacios; Jesús M de Los Santos
Journal: J Org Chem Date: 2022-08-16 Impact factor: 4.198

Recent Advances in the Chemistry of Conjugated Nitrosoalkenes and Azoalkenes.

1. Hetero-Diels-Alder Reactions of In Situ-Generated Azoalkenes with Thioketones; Experimental and Theoretical Studies.

2. The [4+2]-Cycloaddition of α-Nitrosoalkenes with Thiochalcones as a Prototype of Periselective Hetero-Diels-Alder Reactions-Experimental and Computational Studies.

3. Mild synthesis of isoxazoline derivatives via an efficient [4 + 1] annulation reaction of transient nitrosoalkenes and sulfur ylides.

Review 4. Diels-Alder Cycloaddition Reactions in Sustainable Media.

5. Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4 + 2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes.

6. Sc(OTf)₃-Mediated [4 + 2] Annulations of N-Carbonyl Aryldiazenes with Cyclopentadiene to Construct Cinnoline Derivatives: Azo-Povarov Reaction.

7. Catalytic Asymmetric Formal [3+2] Cycloaddition of Azoalkenes with 3-Vinylindoles: Synthesis of 2,3-Dihydropyrroles.

Review 8. Current Advances in the Synthesis of Valuable Dipyrromethane Scaffolds: Classic and New Methods.

9. Construction of Unusual Indole-Based Heterocycles from Tetrahydro-1H-pyridazino[3,4-b]indoles.

10. Synthesis of Polycyclic Fused Indoline Scaffolds through a Substrate-Guided Reactivity Switch.