3-Indolylzinc chloride

Cheng and Cheung also employed a 2-indolylzinc chloride 72 to couple with indole 71 in a synthesis of "inverto-yuehchukene" 73 [104]. Other Pd catalysts were no better in this low-yielding process. 

Bergman described indole C-3 acylation with acid chlorides via 1-indolylzinc chloride in the absence of palladium [108]. Davidsen and co-workers synthesized 86, which is a potent antagonist of platelet activating factor-mediated effects, using this Bergman acylation sequence... 

Cheng and Cheung also employed a 2-indolylzinc chloride 72 to couple with indole 71... 

The mercuric derivative can be used instead of the magnesium derivative in the cross-coupling reaction (Equation (62)). l-((er(-Butyldimethylsilyl)-3-indolylzinc chloride has been coupled with 2-and 3-bromothiophenes in the presence of a Pd-catalyst to yield the corresponding 3-thienylindoles <94TL793>. 

Zinc Derivatives. 3-Acylindoles are formed by Pd-catalyzed coupling of a 1,2-disubstituted 3-indolylzinc chloride 40 with a number of acid chlorides to give the corresponding ketones (Scheme 19). The method is recommended for the preparation of acid-sensitive 3-acyhndoles. The 3-lithio compound was prepared from the 3-bromide and zincated by means of zinc chloride. The palladium catalyst was prepared in situ by treating a suspension of palladium dichloride with n-BuLi. ... 

---