On water: iodine-mediated direct construction of 1,3-benzothiazines from ortho-alkynylanilines by regioselective 6-exo-dig cyclization-Reference-Cited by-同舟云学术

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On water: iodine-mediated direct construction of 1,3-benzothiazines from ortho-alkynylanilines by regioselective 6-exo-dig cyclization

Published:2019 Issue:10 Volume:17 Page:2657-2662
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Saini Kapil Mohan¹²³⁴⁵,Saunthwal Rakesh K.¹²³⁴⁵,Kumar Shiv¹²³⁴⁵,Verma Akhilesh K.¹²³⁴⁵^ORCID

Affiliation:

1. Synthetic Organic Chemistry Research Laboratory

2. Department of Chemistry

3. University of Delhi

4. Delhi–110007

5. India

Abstract

Herein, we report the 6-exo-dig ring closure of ortho-alkynylanilines with readily available aroyl isothiocyanate.

Funder

Science and Engineering Research Board

Council of Scientific and Industrial Research

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/OB/C9OB00128J

Reference46 articles.

1. Iodine-mediated synthesis of heterocycles via electrophilic cyclization of alkynes

2. Facile synthesis of 3,4-dihalofurans via electrophilic iodocyclization

3. Efficient Synthesis of Substituted 3-Iodofurans by Electrophilic Cyclization of Propargylic Oxirane Derivatives

4. Synthesis of 2,5-Disubstituted 3-Iodofurans via Palladium-Catalyzed Coupling and Iodocyclization of Terminal Alkynes

5. Reactions of heterocycles with thiophosgene. Part IV. β,4-Dichloro-2-isothiocyanatocinnamaldehyde, a product from 4,7-Dichloroquinoline

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1. Isothiocyanates: happy-go-lucky reagents in organic synthesis;Organic & Biomolecular Chemistry;2024

2. Tunable Regio- and Stereoselective Synthesis of Z-Acrylonitrile Indoles and 3-Cyanoquinolines from 2-Alkynylanilines and Alkynylnitriles;Organic Letters;2023-05-01

3. Unleashing the photocatalytic potential of a noble-metal-free heteroleptic copper complex-based nanomaterial for an enhanced aza-Henry reaction;Nanoscale;2023

4. Gold-Catalyzed 1,3-Thiazine Formation and Uncommon Tautomer Isolation;The Journal of Organic Chemistry;2022-08-09

5. Metal-Catalyst-Free Radical Cyclization of 1,6-Enynes for the Selective and Switchable Synthesis of Lactams in Water;ACS Sustainable Chemistry & Engineering;2022-04-27

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