1,6-Addition of 1,2,3-NH triazoles to para-quinone methides: Facile access to highly selective N1 and N2 substituted triazoles-Reference-Cited by-同舟云学术

1,6-Addition of 1,2,3-NH triazoles to para-quinone methides: Facile access to highly selective N1 and N2 substituted triazoles

Published:2022 Issue:2 Volume:20 Page:345-351
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Rai Vishakha¹^ORCID,P. Kavyashree²,Harmalkar Sarvesh S.³,Dhuri Sundar N.³,Maddani Mahagundappa R.¹^ORCID

Affiliation:

1. Department of Chemistry, Mangalore University, Mangalagangothri, Mangalore, Karnataka, India

2. Department of Chemistry, Indian Institute of Science Education and Research, Bhopal, India

3. School of Chemical Sciences, Goa University, Goa 403206, India

Abstract

Regioselective syntheses of N1 and N2 substituted triazoles via 1,6-addition of 1,2,3-NH triazole with p-QM were developed under mild reaction conditions. Isomerization of N1 to N2 substituted triazoles was also achieved in the presence of AlCl3.

Funder

Department of Science and Technology, Ministry of Science and Technology, India

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D1OB01717A

Reference137 articles.

1. Spirocyclopropanation Reaction of para-Quinone Methides with Sulfonium Salts: The Synthesis of Spirocyclopropanyl para-Dienones

2. Phosphine-Catalyzed Asymmetric Intermolecular Cross-Vinylogous Rauhut–Currier Reactions of Vinyl Ketones with para-Quinone Methides

3. Asymmetric Organocatalytic Synthesis of 3-Diarylmethine-Substituted Oxindoles Bearing a Quaternary Stereocenter via 1,6-Conjugate Addition to para-Quinone Methides

4. Diastereoselective and Enantioselective Synthesis of Unsymmetric β,β-Diaryl-α-Amino Acid Esters via Organocatalytic 1,6-Conjugate Addition of para-Quinone Methides

5. Synthesis of dihydro-1H-indenes via a formal 3 + 2 cycloaddition of para-quinone methides and styrenes

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