The Fujiwara–Moritani reaction has had a profound contribution in the emergence of contemporary C–H activation protocols. But the associated reactivity and regioselectivity issues had rendered it redundant. The revival of this exemplary reaction often requires high thermal energy to promote olefination and leads to multiple site functionalizations. In this webinar, learn how we mitigated these factors to establish:
- A photoredox catalytic system constituting a merger of palladium/organo-photocatalyst (PC) that forges oxidative olefination in an explicit regioselective fashion with diverse arenes and heteroarenes.
- Visible light plays a significant role in executing “regioresolved” Fujiwara–Moritani reactions without the requirement of silver salts and thermal energy.
- The catalytic system is also amenable toward proximal and distal olefination aided by the respective directing groups (DGs), which entails the versatility of the protocol in engaging the entire spectrum of C(sp2)–H olefination.
- Furthermore, streamlining the synthesis of natural products, chiral molecules, drugs, and diversification through late-stage functionalizations underscore the importance of this sustainable protocol.
- The photoinduced attainment of this regioselective transformation is mechanistically established through control reactions and kinetic studies.
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Speakers
Debabrata Maiti, Ph.D.
IIT Bombay
Department of Chemistry, India
Prof. Debabrata Maiti received his Ph.D. from Johns Hopkins University in 2008 under the supervision of Prof. Kenneth D. Karlin. After postdoctoral studies at MIT with Prof. Stephen L. Buchwald, he joined the Department of Chemistry at IIT Bombay in 2011. His research interests are focused on the development of new and sustainable synthetic and catalytic methodologies. Currently, he is an Associate Editor of the Journal of Organic Chemistry.
Recent Awards: Sun Pharma Science Foundation Research Award (2021), Professor P K Bose Memorial Award (2021), The (Late) Shri. G.D. Gokhale Lectureship Endowment (2021), CRSI Bronze Medal (2021), Humboldt Research Fellowship for Experienced Researchers (2020)
Recent Publications:
- Arene Diversification via Distal C(sp2)-H Functionalization
Dutta, U.; Maiti, S.; Bhattacharya, T.; Maiti, D.
Science, 2021, 372, 701
- Traditional and sustainable approaches for the construction of C-C bonds by harnessing C-H arylation
Grover, J.;† Prakash, G.;† Goswami, N.; Maiti, D.
Nat. Commun., 2022 (ASAP)
- Pd-catalysed C-H functionalisation of free carboxylic acids
Dutta, S.; Bhattacharya, T.; Geffers, F. J.; W.; Bürger, M.; Maiti, D.; Werz, D. B
Chem. Sci., 2022 (ASAP)
Bindu Ajithkumar, Ph.D.
Merck
Market Growth Leader, Lab Specialty Chemicals Asia Pacific
Ray Chen, Ph.D.
Merck
Senior Marketing Manager, Lab Specialty Chemicals Asia Pacific
Chemistry and synthesis
- Synthetic methods
Duration:45min
Language:English
Session 1:presented April 11, 2022
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