• 제목/요약/키워드: Mannich

검색결과 47건 처리시간 0.1초

Organocatalytic Mannich-Type Reactions of Cyclic N-Sulfimines with Trimethylsiloxyfuran and Pyrazolin-5-one

  • Lee, Jiseon;Kim, Sung-Gon
    • 대한화학회지
    • /
    • 제63권5호
    • /
    • pp.346-351
    • /
    • 2019
  • Mannich-type reactions of cyclic N-sulfimines with 2-trimethylsiloxyfuran and pyrazolin-5-one have been developed using phosphoric acid (PA) as an organocatalyst. 2-Trimethylsiloxyfuran underwent a vinylogous Mannich-type reaction with cyclic N-sulfimines in the presence of the PA catalyst to give sulfamidate ${\gamma}$-butenolides in good yields and with high diastereoselectivities (up to 90% yield and 7:1 dr). In addition, the reaction between pyrazolin-5-one and a diverse range of cyclic N-sulfimines provided access to sulfamidates in good to high yields (up to 94% yield).

치환된 방향족 알코올과 이차아민을 사용한 Mannich염기의 합성:기질에 따른 상대적인 반응성과 위치선택성 (Synthesis of Mannich Bases Using Substitued Aromatic Alcohols with Secondary Amines: Relative Reactivity and Regioselectivity Depending on Substrates)

  • 지기완;안윤수;박태호;안정수;김현아;박주연
    • 대한화학회지
    • /
    • 제45권1호
    • /
    • pp.51-60
    • /
    • 2001
  • 치환된 하이드록시 방향족 화합물과 이차아민, paraformaldehyde를 비 양성자성 용매하에서 one-pot으로 반응시켜 기질에 따른 상대적인 반응성을 비교하였으며, Mannich반응이 일어난 자리도 조사하였다. 치환된 하이드록시 방향족 고리의 Mannich반응의 반응성과 위치선댁성은 기질의 친핵성도와 아민의 입체장애에 의존함을 알 수 있었다.

  • PDF

Asymmetric Mannich-type Reactions of Fluorinated Ketoesters with Binaphthyl-Modified Thiourea Catalysts

  • Kang, Young-Ku;Yoon, Sung-Je;Kim, Dae-Young
    • Bulletin of the Korean Chemical Society
    • /
    • 제32권4호
    • /
    • pp.1195-1200
    • /
    • 2011
  • The catalytic enantioselective Mannich-type reaction promoted by chiral binaphthyl-modified bifunctional organocatalysts is described. The treatment of ${\alpha}$-fluoro-${\beta}$-ketoesters with N-Boc imines under mild reaction conditions afforded the corresponding ${\beta}$-aminated ${\alpha}$-fluoro-${\beta}$-ketoesters with excellent enantioselectivities (up to 98% ee).

Synthesis of Mannich Bases of Antineoplaston A10 and their Antitumor Activity

  • Choi, Bo-Gil;Seo, Hee-Kyoung;Chung, Byung-Ho;Choi, Sang-Un;Lee, Chong-Ock
    • Archives of Pharmacal Research
    • /
    • 제17권6호
    • /
    • pp.467-469
    • /
    • 1994
  • Some Mannich bases of Antineoplaston A10 which is antitumor agent under chlinical investigation were synthesized and tested fro cytotoxicity. The tested compounds (2a, 2b, 2d) showed good activity comparable to that of carboplatin.

  • PDF

Intramolecular Oxa-Mannich Reaction of 1,3-Dihydro-2-benzofuran-1-ol for Efficient Synthesis of 1-Aminophthalan Derivatives

  • Kim, Heebum;Kim, Sung-Gon
    • 대한화학회지
    • /
    • 제66권1호
    • /
    • pp.9-14
    • /
    • 2022
  • An efficient method for the synthesis of 1-aminophthalans has been developed. The intramolecular oxa-Mannich reaction of 1,3-dihydro-2-benzofuran-1-ols with p-toluenesulfonylamine in the presence of Cs2CO3 as a base, without using any catalyst, provided the desired 1-aminophthalans in moderate to good yields.

Synthesis and Antihypertensive Activity of Certain Mannish Bases of 2- Ethoxycarbonylindoles and 5H-Pyridazino [4,5-b] indoles

  • El Gendy, Adel A.;El Banna, Hosny A.
    • Archives of Pharmacal Research
    • /
    • 제24권1호
    • /
    • pp.21-26
    • /
    • 2001
  • This manuscript reports the synthesis of two series of Mannich Bases 3-12 and 21-40 obtained respectively by the reaction of either 2- ethoxycarbonylindoles 1-2 or 5H-pyridazino [4,5-b]indoles 17-20 as a substrate with formalin and the appropriate $2^{\circ}C$amines under the suitable Mannich conditions. fourteen of the synthesized Mannich basese were screened as antihypetensive agents in normotensive anesthetized rats. The effect of compound 4 in normotensive anesthetized dogs was also studied.

  • PDF