The Fujiwara-Moritani reaction has had a profound contribution in the emergence of contemporary C-H activation protocols. Despite the applicability of the traditional approach in different elds, the associated reactivity and regioselectivity issues had rendered it redundant. The revival of this exemplary reaction requires the development of a mechanistic paradigm that would have simultaneous control on both the reactivity and regioselectivity. Often high thermal energy required to promote ole nation leads to multiple site functionalization. To this aim we established a photoredoxcatalytic system constituting a merger of palladium/organo-photocatalyst that forges oxidative ole nation in an explicit regioselective fashion of diverse arenes and heteroarenes. Visible light plays a signi cant role in executing 'regio-resolved' Fuijiwara-Moritani reaction without the requirement of silver salts and thermal energy. The catalytic system is also amenable towards proximal and distal ole nation aided by respective directing groups (DGs), which entails the versatility of the protocol in engaging the entire spectrum of C(sp2)-H ole nation.Furthermore, streamlining the synthesis of natural products, chiral molecules, drugs and diversi cation through late-stage functionalizations underscore the importance of this sustainable protocol. The photoinduced attainment of this regioselective transformation is mechanistically established through control reactions, kinetic studies and theoretical calculations.
The significance of site selective functionalization stands upon the superior selectivity, easy synthesis and diverse product utility. In this work, we demonstrate the para‐selective introduction of versatile nitrile moiety, enabled by a detachable and reusable H‐bonded auxiliary. The methodology holds its efficiency irrespective of substrate electronic bias. The conspicuous shift in the step energetics was probed by both experimental and computational mechanistic tools, which heralds the inception of para‐deuteration. The synthetic impact of the methodology was highlighted with reusability of directing group and post synthetic modifications.
A green approach for the synthesis of diverse medicinally important tricyclic fused imidazoles has been described using one-pot multicomponent reactions in lemon juice as a biocatalyst as well as the reaction medium.
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