A practical and environmentally friendly strategy for generating alkoxycarbonyl radicals from readily available carbazates under metal‐free conditions has been developed. In the presence of tetrabutylammonium iodide and tert‐butyl hydroperoxide, 2‐isocyanobiphenyls smoothly underwent radical alkoxycarbonylation with carbazates to afford phenanthridine‐6‐carboxylates.
A transition metal‐free direct arylation of 2‐substituted cyanoacetates with diaryliodonium salts was developed. With this approach, a wide range of α‐tolunitrile derivatives has been synthesized in good to excellent yields of 45–92%. Furthermore, the practicability of this approach is further manifested in the synthesis of a related bioactive agent of glutarimide.
1‐Bromo‐2‐(cyclopropylidenemethyl)benzenes react with 2‐alkynylphenols under palladium catalysis, leading to indeno[1,2‐c]chromenes in moderate to good yields. The molecular complexity and diversity can be introduced efficiently from easily available starting materials.
A visible‐light induced radical reaction of vinyl azides and α‐carbonyl benzyl bromides was developed, which provides an efficient route to polysubstituted quinolines via a C C and C N bond formation sequence.
An efficient dehydrogenative Diels–Alder (DHDA) reaction of prenyl derivatives with 2,3‐dichloro‐5,6‐dicyanobenzoquinone (DDQ) has been developed under mild conditions, leading to a series of cyclohexene derivatives with good to excellent yields and excellent diastereoselectivity.
A novel method for the synthesis of 3‐iodoquinolines was developed by copper‐catalyzed tandem annulation from diaryliodoniums, nitriles, and 1‐iodoalkynes. It is a method that is characterized by the most convenient operation and wide molecular diversity.
α‐Allenols were catalytically transformed into dihydrofurans in the presence of platinum dichloride. Notably, using platinum dichloride along with silver triflate as the catalytic system, α,β‐unsaturated ketones were obtained. Therefore, the role of the silver salt may not just consist in the activation of the platinum precatalyst.
A new copper‐mediated synthesis of α‐sulfonylethanone oximes from styrenes, sodium arylsulfinates and tert‐butyl nitrite (t‐BuONO; TBN) is presented. This intermolecular three‐component method enables the one‐step formation of C N and C S bonds under mild conditions, and represents a new, straightforward approach to α‐sulfonylethanone oximes.
The asymmetric aldol reaction of 3‐acetyl‐2H‐chromen‐2‐ones and isatins has been realized by using a bifunctional quinidine‐derived urea as the catalyst. The corresponding 3‐hydroxyoxindole derivatives containing a 2H‐chromen‐2‐one moiety were obtained in good yields and high enantioselectivities. When (Z)‐ethyl 2‐benzylideneacetoacetate was used as the substrate, a mixture of two diastereomers (both Z and E) was obtained due to isomerization of the double bond under the reaction conditions.