1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole

Base Information

Chemical Name:1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole
CAS No.:278167-55-8
Molecular Formula:C₂₃H₂₅NO₃SSi
Molecular Weight:423.608
Hs Code.:

Synonyms:1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole

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Chemical Property of 1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole

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Technology Process of 1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole

There total 4 articles about 1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 27.0%

: 5720-07-0
4-methoxyphenylboronic acid

: 278167-54-7
1-(p-toluenesulfonyl)-3-iodo-4-trimethylsilylethynyl-1H-pyrrole

: 278167-55-8
1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole

: N,N-bis(p-toluenesulfonyl)-4,4'-bis(trimethylsilylethynyl)-3,3'-1H-bipyrrole

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; toluene; at 110 ℃; for 2h;
DOI:10.1021/jo991531c

Reference yield:

: 221656-20-8
1-(p-toluenesulfonyl)-3,4-bis(trimethylsilyl)-1H-pyrrole

: 278167-55-8
1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / silver trifluoroacetate; I₂ / tetrahydrofuran / 1 h / -45 °C

2: 94 percent / CuI; Et₂NH / PdCl₂(PPh₃)2 / 14 h / 20 °C

3: 70 percent / silver trifluoroacetate; I₂ / tetrahydrofuran / 7 h / 20 °C

4: 27 percent / Na₂CO₃ / Pd(PPh₃)4 / methanol; toluene / 2 h / 110 °C

With copper(l) iodide; iodine; silver trifluoroacetate; sodium carbonate; diethylamine; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; toluene; 1: Substitution / 2: cross-coupling; Sonogashira reaction / 3: Substitution / 4: Suzuki coupling reaction;
DOI:10.1021/jo991531c

Reference yield:

: 278167-19-4
1-(p-toluenesulfonyl)-3-trimethylsilyl-4-iodo-1H-pyrrole

: 278167-55-8
1-(p-toluenesulfonyl)-3-(p-methoxyphenyl)-4-trimethylsilylethynyl-1H-pyrrole

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / CuI; Et₂NH / PdCl₂(PPh₃)2 / 14 h / 20 °C

2: 70 percent / silver trifluoroacetate; I₂ / tetrahydrofuran / 7 h / 20 °C

3: 27 percent / Na₂CO₃ / Pd(PPh₃)4 / methanol; toluene / 2 h / 110 °C

With copper(l) iodide; iodine; silver trifluoroacetate; sodium carbonate; diethylamine; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; toluene; 1: cross-coupling; Sonogashira reaction / 2: Substitution / 3: Suzuki coupling reaction;
DOI:10.1021/jo991531c