A General Method for the Synthesis of Bridged Indole Alkaloids. Addition of Carbon Nucleophiles to N-Alkylpyridinium Salts

Enantioselective Synthesis of Unsymmetrical Triarylmethanes by Chiral Brønsted Acids

“…(1), Figure 1]. [7a] Given the great importance of indole-containing triarylmethanes [8] and the challenge for the synthesis of optically active unsymmetrical triarylmethanes, we recently found that the synthesis of unsymmetrical triarylmethanes could be obtained through a Brønsted acid (1) catalyzed FriedelCrafts alkylation of (3-indolyl)methanamine with another electron-rich arene [Eq. (2), Figure 1].…”

Recent Developments in the Applications of Palladium Complexes Bearing N-Heterocyclic Carbene Ligands

“…88,89 Given the importance of indole derivatives in biology, [90][91][92] The same group has also studied the oxidative kinetic resolution of sec-alcohols using chiral Pd(II)-NHC complexes and molecular oxygen as a oxidant. [93][94][95] As an example, the axially chiral Pd(II)-NHC complex 29 was tested in the oxidative kinetic resolution of a wide range of sec-alcohols affording the corresponding alcohols in moderate conversions (48-68%) and moderate to high ee's (53-94%).…”

Rhodium(III)-Catalyzed Addition of Indoles with Boc-Imines via C−H Bond Activation

“…4 Among them, 2-indolylmethanamine derivatives are particularly important because of their ubiquitous presence in numerous biologically active compounds. [5][6][7][8][9] Therefore, methods for a general, rapid, and regioselective preparation of 2-indolyl-methanamines would be highly desirable. Zhou et al 10 successfully reported a Rh III -catalyzed regioselective addition of indole C−H bonds to aryl-and alkyl-N-sulfonylimines for the preparation of 2-indolyl-methanamine derivatives with good functional group tolerance, but in relatively low yields (between 42 to 71%, see Scheme 1).…”