Palladium-assisted biaryl coupling reaction of 1-(2-iodobenzoyl)-1,2,3,4-tetrahydroquinoline

被引：10

作者：

Harayama, T ^{[1
]}

Sato, T ^{[1
]}

Hori, A ^{[1
]}

Abe, H ^{[1
]}

Takeuchi, Y ^{[1
]}

机构：

[1] Okayama Univ, Fac Pharmaceut Sci, Okayama 7008530, Japan

来源：

HETEROCYCLES | 2005年 / 66卷

关键词：

pyrido[3,2,1-de]phenanthridin-8-one; biaryl coupling; Pd reagent; benzoyltetrahydroquinoline; benzoyldihydroindoline;

D O I：

10.3987/COM-05-S(K)2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The biaryl coupling reaction of 1-(2-iodobenzoyl)-1,2,3,4-tetrahydroquinoline using Pd reagent was examined. The reaction proceeded smoothly to produce 5,6-dihydro-4H,8H-pyrido[3,2,1-de]phenanthridin-8-one in excellent yield.

引用

页码：527 / 530

页数：4

共 15 条

[1] Enantioselective construction of biaryl part in the synthesis of stegane related compounds [J].

Abe, H ;

Takeda, S ;

Fujita, T ;

Nishioka, K ;

Takeuchi, Y ;

Harayama, T .

TETRAHEDRON LETTERS, 2004, 45 (11) :2327-2329

[2] Concise synthesis of nitidine by palladium-assisted biaryl coupling reaction [J].

Harayama, T ;

Shibaike, K .

HETEROCYCLES, 1998, 49 :191-195

[3] Concise synthesis of pyrrolophenanthridine alkaloids using a Pd-mediated biaryl coupling reaction with regioselective C-H activation via the intramolecular coordination of the amine to Pd [J].

Harayama, T ;

Hori, A ;

Abe, H ;

Takeuchi, Y .

TETRAHEDRON, 2004, 60 (07) :1611-1616

[4] Concise synthesis of fagaridine and decarine, phenolic benzo[c]phenanthridine alkaloids, using the palladium-assisted biaryl coupling reaction [J].

Harayama, T ;

Sato, T ;

Nakano, Y ;

Abe, H ;

Takeuchi, Y .

HETEROCYCLES, 2003, 59 (01) :293-301

[5] Aryl-aryl coupling reaction using a novel and highly active palladium reagent prepared from Pd(OAc)2, 1,3-bis [diphenylphosphino]propane (DPPP), and Bu3P [J].

Harayama, T ;

Akiyama, T ;

Nakano, Y ;

Nishioka, H ;

Abe, H ;

Takeuchi, Y .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2002, 50 (04) :519-522

[6] Aryl-aryl coupling reaction catalyzed by a palladium reagent prepared from Pd(OAc)2 and n-Bu3P [J].

Harayama, T ;

Hori, A ;

Nakano, Y ;

Akiyama, T ;

Abe, H ;

Takeuchi, Y .

HETEROCYCLES, 2002, 58 :159-164

[7]

Harayama T, 2002, SYNTHESIS-STUTTGART, P237

[8] Synthesis of trisphaeridine and norchelerythrine through palladium-catalyzed aryl-aryl coupling reaction [J].

Harayama, T ;

Akamatsu, H ;

Okamura, K ;

Miyagoe, T ;

Akiyama, T ;

Abe, H ;

Takeuchi, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (05) :523-528

[9]

Harayama T, 2001, SYNTHESIS-STUTTGART, P444

[10] Synthesis of benzo[C]phenanthridine alkaloids using a palladium-catalyzed aryl-aryl coupling reaction [J].

Harayama, T .

HETEROCYCLES, 2005, 65 (03) :697-713

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