One-pot approach to installing eight-membered rings onto indoles
Ring fusion: The Pd0-catalyzed reaction of 2-allyl-3-iodo-1- tosyl-1H-indoles and propargylic bromides affords dihydrocycloocta[b]indoles (see scheme; M.S.=molecular sieves, TFP=tris(2-furyl)phosphine, Ts=4-toluenemethanesulfonyl), and proceeds
Zhu, Can,Zhang, Xue,Lian, Xiongdong,Ma, Shengming
p. 7817 - 7820
(2012/09/08)
Efficient preparation of polyfunctional indoles via a zinc organometallic variation of the Fischer indole synthesis
Functionalized organozinc reagents readily react with various aryldiazonium salts furnishing regioselectively polyfunctional indoles after heating with microwave irradiation. This new organometallic variation of the Fischer indole synthesis tolerates a wide range of functional groups and can be readily scaled up. Georg Thieme Verlag Stuttgart · New York.
Zhang, Zhi-Guang,Haag, Benjamin A.,Li, Jin-Shan,Knochel, Paul
experimental part
p. 23 - 29
(2011/02/26)
Fischer indole synthesis with organozinc reagents
Updated classic: Primary and secondary alkylzinc reagents add to various aryldiazonium salts leading regioselectively to polyfunctional indoles by means of a [3,3]-sigmatropic shift and subsequent aromatization. This organometallic variation of the Fischer indole synthesis tolerates a wide range of functional groups and displays absolute regioselectivity. Copyright
Haag, Benjamin A.,Zhang, Zhi-Guang,Li, Jin-Shan,Knochel, Paul
supporting information; experimental part
p. 9513 - 9516
(2011/02/24)
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