Sabine Hadida

Palladium-catalyzed heteroarylation of 1-(tert-butyldimethylsilyl)-3-indolylzinc chloride. Efficient synthesis of 3-(2-pyridyl)indoles

Abstract Palladium-catalyzed coupling of 1-( tert -butyldimethylsilyl)-3-indolylzinc chloride ( 2 ) with either π-deficient or π-excedent heteroaryl halides gives 3-arylindoles in good to excellent yields. The method is extensively applied to the preparation of 3-(2-pyridyl)indoles.

An efficient synthesis of 2-(2-pyridyl)indoles by palladium(0)-catalyzed heteroarylation

Abstract A general method for the preparation of 2-(2-pyridyl)indoles based on the palladium(0)-catalyzed coupling of 1-(benzenesulfonyl)-2-indolylzinc chloride with 2-halopyridines is reported.

A new synthetic entry to the indolo[2,3-a]quinolizidine system. Electrophilic cyclizations on the indole ring from 2-(2-piperidyl)indoles

Abstract A new synthetic route to the indolo[2,3-a]quinolizidine system, involving the Pd(0)-catalyzed cross-coupling of a 2-indolylzinc derivative with a 2-halopyridine, stereoselective hydrogenation of the pyridine ring, and electrophilic cyclization upon the indole 3-position from the resulting 2-(2-piperidyl)indole, is reported.

Short formal syntheses of indole alkaloids of the uleine and Strychnos groups

Abstract The formal synthesis of uleine-type (dasycarpidone, dasycarpidol, uleine, and 17-hydroxy-16, 17-dihydrouleine) and Strychnos alkaloids belonging to both the Strychnan (tubifoline, tubifolidine, and 19,20-dihydroakuammicine) and Aspidospermatan (tubotaiwine) skeletal types from 3-(2-pyridyl)indoles is described.

ABNORMAL PUMMERER CYCLIZATIONS ON THE INDOLE RING

Abstract Sulfides 2 and 7 are formed from sulfoxides 1 and 4a , respectively, under Pummerer reaction conditions. The process involves the formation of a positively charged seven-membered ring intermediate by nucleophilic attack of the indole nucleus on the initially formed acyloxysulfonium salt.