I2-catalyzed one-pot synthesis of benzofuro/thieno[2,3-b]pyrrole motifs

被引:11
|
作者
Chacko, Priya [1 ]
Shivashankar, Kalegowda [1 ]
机构
[1] Bangalore Univ, PG Dept Chem, Cent Coll Campus, Bangalore 560001, Karnataka, India
关键词
Iodine; Benzofuran; Benzothiophene; Pyrroles; Furan; Thiophene; Thieno; COMPONENT REACTION; BENZYL HALIDES; CYCLIZATION; DERIVATIVES; ACCESS;
D O I
10.1016/j.tet.2018.02.013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel I-2-catalyzed one-pot multicomponent protocol for the synthesis of a variety of elusive furo[2,3-b] pyrrole and thieno[2,3-b]pyrrole libraries has been established. To date, cyclization among alkanone, hydrazine and 2-bromobenzofuran or 2-bromobenzo[b]thiophene has not been explored in one-pot. Thus, the proposed single step protocol provides a versatile alternative to existing routes for accessing useful furo[2,3-b]pyrrole and thieno[2,3-b]pyrrole libraries. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1520 / 1526
页数:7
相关论文
共 50 条
  • [1] A Facile One-Pot Synthesis of Substituted Thieno[2,3-b]pyridines from Enaminones
    Gao, Baochang
    Dong, Dewen
    Zhang, Jie
    Ding, Changjiang
    Dong, Chunming
    Liang, Yongjiu
    Zhang, Rui
    SYNTHESIS-STUTTGART, 2012, 44 (02): : 201 - 206
  • [2] A one-pot synthesis of substituted pyrido[2,3-b]indolizines
    Proenca, Fernanda
    Costa, Marta
    TETRAHEDRON, 2011, 67 (06) : 1071 - 1075
  • [3] ONE-POT SYNTHESIS OF PYRROLO[2,3-B]PYRIDINE DERIVATIVES
    LEVACHER, V
    LEROY, C
    DUPAS, G
    BOURGUIGNON, J
    QUEGUINER, G
    SYNTHETIC COMMUNICATIONS, 1994, 24 (19) : 2697 - 2705
  • [4] One-pot synthesis of perhydrofuro[2,3-b]pyran derivatives
    Willis, MC
    Flower, SE
    SYNLETT, 2003, (10) : 1491 - 1493
  • [5] A convenient one-pot synthesis of novel functionalized thiophene, thieno[2,3-b] thiophene, thiopyran, and thiopyrano[2,3-b]thiopyran bearing phosphonate groups
    Ali, Tarik E.
    Assiri, Mohammed A.
    JOURNAL OF SULFUR CHEMISTRY, 2021, 42 (05) : 490 - 498
  • [6] SIMPLE SYNTHESIS OF THIENO[2,3-B]PYRAZINE AND THIENO[2,3-B]PYRIDINE
    SCHNELLER, SW
    CLOUGH, FW
    HARDEE, LE
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (02) : 273 - 275
  • [7] Base-Catalyzed Condensation of Thioglycolic Ester with β-Chloropyrrolecarbaldehyde: One-Pot Approach to Substituted Thieno[2,3-b]pyrroles
    Barman, Gopa
    Ray, Jayanta K.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (01) : 218 - 220
  • [8] An improved method for the synthesis of aminothiophenes precursors of thieno[2,3-b]pyrrole
    Sommen, G
    Comel, A
    Kirsch, G
    TETRAHEDRON LETTERS, 2002, 43 (02) : 257 - 259
  • [9] ONE-POT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED THIOPHENES - THIENO[2,3-B]PYRIDINE AND THIENO[3,4-D]PYRIDAZINE DERIVATIVES
    MOHAREB, RM
    GAZZETTA CHIMICA ITALIANA, 1992, 122 (04): : 147 - 150
  • [10] Reaction of thieno[2,3-b]pyridines with sodium hypochlorite: An unusual and stereoselective one-pot approach to dimeric pyrrolo [2′,3′:4,5]thieno[2,3-b]pyridines
    Stroganova, Tatyana A.
    Vasilin, Vladimir K.
    Dotsenko, Victor V.
    Aksenov, Nikolai A.
    Krapivin, Gennady D.
    TETRAHEDRON LETTERS, 2019, 60 (14) : 997 - 1000