A metal-A nd base-free domino protocol for the synthesis of 1,3-benzoselenazines, 1,3-benzothiazines and related scaffolds
- Title
- A metal-A nd base-free domino protocol for the synthesis of 1,3-benzoselenazines, 1,3-benzothiazines and related scaffolds
- Creator
- Putta V.P.R.K.; Gujjarappa R.; Tyagi U.; Pujar P.P.; Malakar C.C.
- Description
- Efficient protocols have been described for the synthesis of 1,3-benzoselenazines, 1,3-benzothiazines, 2-aryl thiazin-4-ones and diaryl[b,f][1,5]diazocine-6,12(5H,11H)-diones. These transformations were successfully driven towards the product formation under mild acid catalyzed reaction conditions at room temperature using 2-amino aryl/hetero-aryl alkyl alcohols and amides as substrates. The merits of the present methods also rely on the easy access of rarely explored bioactive scaffolds like 1,3-benzoselenazine derivatives, for which well-documented methods are rarely known in the literature. A broad range of substrates with both electron-rich and electron-deficient groups were well-tolerated under the developed conditions to furnish the desired products in yields up to 98%. The scope of the devised method is not only restricted to the synthesis of 1,3-benzoselenazines, but it was also further extended towards the synthesis of 1,3-benzothiazines, 1,3-benzothiazinones and the corresponding eight membered N-heterocycles such as diaryl[b,f][1,5]diazocine-6,12(5H,11H)-diones. 2018 The Royal Society of Chemistry.
- Source
- Organic and Biomolecular Chemistry, Vol-17, No. 9, pp. 2516-2528.
- Date
- 2019-01-01
- Publisher
- Royal Society of Chemistry
- Coverage
- Putta V.P.R.K., Department of Medicinal Chemistry, Jubilant Biosys, Bangalore, Karnataka, 560022, India, Department of Chemistry, CHRIST, Deemed to Be University, Bangalore, 560029, India; Gujjarappa R., Department of Chemistry, National Institute of Technology Manipur Langol, Imphal, Manipur, 795004, India; Tyagi U., Department of Chemistry, National Institute of Technology Manipur Langol, Imphal, Manipur, 795004, India; Pujar P.P., Department of Chemistry, CHRIST, Deemed to Be University, Bangalore, 560029, India; Malakar C.C., Department of Chemistry, National Institute of Technology Manipur Langol, Imphal, Manipur, 795004, India
- Rights
- Restricted Access
- Relation
- ISSN: 14770520; PubMed ID: 30758005; CODEN: OBCRA
- Format
- Online
- Language
- English
- Type
- Article
Collection
Citation
Putta V.P.R.K.; Gujjarappa R.; Tyagi U.; Pujar P.P.; Malakar C.C., “A metal-A nd base-free domino protocol for the synthesis of 1,3-benzoselenazines, 1,3-benzothiazines and related scaffolds,” CHRIST (Deemed To Be University) Institutional Repository, accessed February 24, 2025, https://archives.christuniversity.in/items/show/16836.