Metal and Base‐Free Synthesis of Benzoxazino and Benzoxazepino Fused Isoquinolines: A DFT Insight and Photophysical Study
Abstract A novel metal‐ and base‐free approach for the synthesis of benzoxazino and benzoxazepino fused isoquinoline derivatives from ortho‐alkynyl aldehydes and amines under mild reaction conditions has been described. The formation of new C−O and C−N bonds via metal‐free cyclization with internal alkyne aided by water molecules without using external ligands and bases has been described. In addition, a series of control experiments are performed, and mechanistic studies are discussed elaborately by Density Functional Theory (DFT) calculation. Furthermore, gram‐scale synthesis and photophysical studies of the synthesized compounds and their quantum yield calculation have been demonstrated.
Authors
- Siddappa A. Patil (ORCID: https://orcid.org/0000-0002-2855-5302)
- Rajeev V. Hegde (ORCID: https://orcid.org/0009-0001-5781-1811)
- J.G. Małecki (ORCID: https://orcid.org/0000-0001-5571-3196)
- Manoj V. Mane (ORCID: https://orcid.org/0000-0001-8236-3638)
- Ramesh B. Dateer (ORCID: https://orcid.org/0000-0002-1573-5259)
- Umesh A. Kshirsagar (ORCID: https://orcid.org/0000-0002-3224-7281)
- R. Nandini
Institutions
- Jain University (IN)
- Chonnam National University (KR)
- Indian Institute of Management Indore (IN)
- Saras Environment Consultant (IN)
- Indian Institute of Technology Indore (IN)
- University of Silesia in Katowice (PL)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2025-03-17
- DOI
- https://doi.org/10.1002/adsc.202500014
- Primary Topic
- Phenothiazines and Benzothiazines Synthesis and Activities
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Jain University
- Department of Science and Technology, Ministry of Science and Technology, India
- Science and Engineering Research Board