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1. Synthesis of biaryl ketones by arylation of Weinreb amides with functionalized Grignard reagents under thermodynamic control vs. kinetic control of N , N -Boc ₂ -amides

   https://doi.org/10.1039/d0ob00813c  

   Li, Guangchen; Szostak, Michal (May 2020, Organic & Biomolecular Chemistry)

   null (Ed.)

   A highly efficient method for chemoselective synthesis of biaryl ketones by arylation of Weinreb amides ( N -methoxy- N -methylamides) with functionalized Grignard reagents is reported. This protocol offers rapid entry to functionalized biaryl ketones after Mg/halide exchange with i-PrMgCl·LiCl under operationally-simple and practical reaction conditions. The scope of the method is highlighted in >40 examples, including bioactive compounds and pharmaceutical derivatives. Collectively, this transition-metal-free approach offers a major advantage over the recently established cross-coupling of amides by oxidative addition of N–C(O) bonds. Considering the utility of amide acylation reactions in modern synthesis, we expect that this method will be of broad interest. 

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2. N -Acylcarbazoles and N -Acylindoles: Electronically Activated Amides for N–C(O) Cross-Coupling by N _lp to Ar Conjugation Switch

   https://doi.org/10.1021/acs.orglett.0c01488  

   Buchspies, Jonathan; Rahman, Md. Mahbubur; Szostak, Roman; Szostak, Michal (June 2020, Organic Letters)

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3. Triflamides: Highly Reactive, Electronically Activated N -Sulfonyl Amides in Catalytic N–C(O) Amide Cross-Coupling

   https://doi.org/10.1021/acs.orglett.8b03901  

   Shi, Shicheng; Lalancette, Roger; Szostak, Roman; Szostak, Michal (March 2019, Organic Letters)
4. Acyl and Decarbonylative Suzuki Coupling of N -Acetyl Amides: Electronic Tuning of Twisted, Acyclic Amides in Catalytic Carbon–Nitrogen Bond Cleavage

   https://doi.org/10.1021/acscatal.8b02815  

   Liu, Chengwei; Li, Guangchen; Shi, Shicheng; Meng, Guangrong; Lalancette, Roger; Szostak, Roman; Szostak, Michal (September 2018, ACS Catalysis)
5. N -Acyl-glutarimides: Resonance and Proton Affinities of Rotationally-Inverted Twisted Amides Relevant to N–C(O) Cross-Coupling

   https://doi.org/10.1021/acs.orglett.8b00086  

   Szostak, Roman; Szostak, Michal (February 2018, Organic Letters)