Issue 19, 2022
From the journal:

Chemical Communications

Cascade aryne insertion/vinylogous aldol reaction of vinyl-substituted β-keto/enol carbonyls†

Nandikolla Krishna Chaitanya,‡ab   Y. N. Sambasiva Rao,‡ab   Venkata Surya Kumar Choutipalli, ORCID logo bc   Prathama S. Mainkar, ORCID logo ab   Venkatesan Subramanian ORCID logo *bc  and  Srivari Chandrasekhar ORCID logo *ab  

* Corresponding authors

a Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad 500007, India
E-mail: srivaric@iict.res.in

b Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

c Centre for High Computing, CSIR-Central Leather Research Institute, Adyar, Chennai 600 020, India

Abstract

Cyclic and acyclic vinyl substituted β-keto/enol carbonyl substrates, on reaction with arynes, result in differentially substituted naphthyl carbocycles, hitherto difficult to synthesize with existing protocols. While the substitutions on the arynes have no role, the ring size of the cyclic β-keto/enol esters has a profound influence on the product formation.

Graphical abstract: Cascade aryne insertion/vinylogous aldol reaction of vinyl-substituted β-keto/enol carbonyls

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D1CC06810E
Article type
Communication
Submitted
03 Dec 2021
Accepted
07 Feb 2022
First published
08 Feb 2022

Chem. Commun., 2022,58, 3178-3181

Permissions

Request permissions

Cascade aryne insertion/vinylogous aldol reaction of vinyl-substituted β-keto/enol carbonyls

N. K. Chaitanya, Y. N. S. Rao, V. S. K. Choutipalli, P. S. Mainkar, V. Subramanian and S. Chandrasekhar, Chem. Commun., 2022, 58, 3178 DOI: 10.1039/D1CC06810E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements